Mutual SSL - client certificate chain emtpy when using java as a client - java

We are using java client(openJDK 1.8.0) to call an api that needs mutual authentication. For this we are using java standard JKS file as a keystore and truststore (same file for containing both trustcerts and identity certs/privatekey). Sample java we are using to test is as below ::
KeyStore clientKeyStore = KeyStore.getInstance("JKS");
clientKeyStore.load(new FileInputStream("./client.keystore"),
password.toCharArray());
// create a client connection manager to use in creating httpclients
PoolingHttpClientConnectionManager mgr = new PoolingHttpClientConnectionManager();
SSLContext sslContext = SSLContextBuilder.create()
.loadKeyMaterial(clientKeyStore, password.toCharArray())
.loadTrustMaterial(clientKeyStore, null).build();
// create the client based on the manager, and use it to make the call
CloseableHttpClient httpClient = HttpClientBuilder.create()
.setConnectionManager(mgr)
.setSslcontext(sslContext)
.setSSLHostnameVerifier(new NoopHostnameVerifier())
.build();
HttpPost httppost = new HttpPost("https://someUrl");
String params = "";
StringEntity param = new StringEntity(params);
httppost.setEntity(param);
System.out.println("Sending request...............");
HttpResponse response = httpClient.execute(httppost);
During SSL handshake as a last step of "serverhello", server is requesting client's identity by issuing "certificaterequest" - please find below request ::
*** CertificateRequest
Cert Types: RSA, ECDSA, DSS
Supported Signature Algorithms: SHA512withRSA, Unknown (hash:0x6, signature:0x2), SHA512withECDSA, SHA384withRSA, Unknown (hash:0x5, signature:0x2), SHA384withECDSA, SHA256withRSA, SHA256withDSA, SHA256withECDSA, SHA224withRSA, SHA224withDSA, SHA224withECDSA, SHA1withRSA, SHA1withDSA, SHA1withECDSA
Cert Authorities:
<CN=Intermediate CA, OU=ourCA.com, O=ourCA Inc, C=US>
Right after this, we are seeing below lines indicating java's keyManager is not able to find anything signed with the same signer.
*** ServerHelloDone
[read] MD5 and SHA1 hashes: len = 4
0000: 0E 00 00 00 ....
Warning: no suitable certificate found - continuing without client authentication
*** Certificate chain
<Empty>
***
We have validated that the certificate is present in the keystore and its a valid certificate( by opening it in windows box, it wont open if its invalid cert). So our keystore has an chain : myIdentity >> signed by Intermediate CA >>signed by Root CA
A few things we have tried(without any luck) is :
Tried overriding keystoremanager to return a hardcoded alias ie alias of the certificate in keystore.jks
Tried splitting identity certs and CA certs in two separate files ie separate keystore.jks and truststore.jks
Its worth sharing that the same connectivity works well if we are using cURL. In case of cURL, we have to pass client certificate explicitly as an argument ( cURL has no concept of keystore) and we are using linux default keystore (/etc/pki/tls/certs/ca-bundle.crt)
curl -vvv GET https://api.someone.com/some/path -E /home/certificates/client.test.pem --key /home/certificates/client.test.key
I am not sure what other details can add value but I'll be happy to share all the possible details needed ( except my private key :-P )

I had the same problem as you described.
The issue I had was that I loaded the keystore in Java using:
System.setProperty("javax.net.ssl.keyStore", "/path/key.jks");
System.setProperty("javax.net.ssl.keyStorePassword", "pass");
When the server requested a ClientCertificate all a got was:
*** CertificateRequest
Cert Types: RSA, DSS Supported Signature Algorithms: SHA512withRSA, SHA512withECDSA, SHA384withRSA, SHA384withECDSA, SHA256withRSA, SHA256withECDSA, Unknown (hash:0x4,signature:0x2), SHA224withRSA, SHA224withECDSA, Unknown (hash:0x3,signature:0x2), SHA1withRSA, SHA1withECDSA, SHA1withDSA
Cert Authorities:
&ltCN=HB Internal Issuing CA, DC=domainx, DC=hb, DC=bis>
*** ServerHelloDone
Warning: no suitable certificate found - continuing without client authentication
The solution for this was to load the keystore in a different way as described by:
Java SSLHandshakeException "no cipher suites in common"
Basically what I did was to change how I created the SSLContext:
From:
System.setProperty("javax.net.ssl.keyStore", "/path/key.jks");
System.setProperty("javax.net.ssl.keyStorePassword", "pass");
System.setProperty("javax.net.ssl.trustStore", "/path/trust.jks");
System.setProperty("javax.net.ssl.trustStorePassword", "changeit");
SSLContext c = SSLContext.getInstance("TLSv1.2");
c.init(null, null, null);
To:
// instantiate a KeyStore with type JKS
KeyStore ks = KeyStore.getInstance("JKS");
// load the contents of the KeyStore
final char[] keyPasswd = "pass".toCharArray();
ks.load(new FileInputStream("/path/key.jks"), keyPasswd);
KeyManagerFactory keyManagerFactory = KeyManagerFactory.getInstance(KeyManagerFactory.getDefaultAlgorithm());
keyManagerFactory.init(ks, keyPasswd);
SSLContext c = SSLContext.getInstance("TLSv1.2");
c.init(keyManagerFactory.getKeyManagers(), null, null);
and the result then was:
*** CertificateRequest
Cert Types: RSA, DSS
Supported Signature Algorithms: SHA512withRSA, SHA512withECDSA, SHA384withRSA, SHA384withECDSA, SHA256withRSA, SHA256withECDSA, Unknown (hash:0x4, signature:0x2), SHA224withRSA, SHA224withECDSA, Unknown (hash:0x3, signature:0x2), SHA1withRSA, SHA1withECDSA, SHA1withDSA
Cert Authorities:
&ltCN=HB Internal Issuing CA, DC=domainx, DC=hb, DC=bis>
*** ServerHelloDone
matching alias: ibmwebspheremq01

Related

SSLHandshakeException: Received fatal alert: handshake_failure - 2Way SSL

I wrote an Http Client using Apache HttpClient 4.1.13 which call a remote HTTP service using 2way-ssl.
I configured:
keystore.jks : contains the private key and the client certificate
keystore password: the password of keystore.jks
truststore.jks: contains the certificate of CA e intermediate CA of the server
truststore password: the password of truststore.jks
the code:
KeyStore keyStore = KeyStore.getInstance(KeyStore.getDefaultType());
FileInputStream instream = new FileInputStream(new File(keystore));
try {
keyStore.load(instream, keyStorePassword.toCharArray());
} finally {
instream.close();
}
KeyStore trustStore = KeyStore.getInstance(KeyStore.getDefaultType());
instream = new FileInputStream(new File(trustore));
try {
trustStore.load(instream, trustorePassword.toCharArray());
} finally {
instream.close();
}
SSLContext sslContext = SSLContexts.custom()
.loadKeyMaterial(keyStore, keyStorePassword.toCharArray())
.loadTrustMaterial(trustStore, new TrustSelfSignedStrategy())
.build();
SSLConnectionSocketFactory sslsf = new SSLConnectionSocketFactory(
sslContext,
new String[] {"TLSv1.1","TLSv1.2"},
null,
SSLConnectionSocketFactory.BROWSER_COMPATIBLE_HOSTNAME_VERIFIER);
poolingConnManager = new PoolingHttpClientConnectionManager(
RegistryBuilder.<ConnectionSocketFactory>create()
.register("http", PlainConnectionSocketFactory.INSTANCE)
.register("https", sslsf)
.build());
If I run a java main (JDK Java(TM) SE Runtime Environment (build 1.8.0_231-b11) which does the call, I got a successful connection and I see in the logs
[2022-01-25 17:49:18][][][][][main][DEBUG]o.a.h.c.s.SSLConnectionSocketFactory - Secure session established
[2022-01-25 17:49:18][][][][][main][DEBUG]o.a.h.c.s.SSLConnectionSocketFactory - negotiated protocol: TLSv1.2
[2022-01-25 17:49:18][][][][][main][DEBUG]o.a.h.c.s.SSLConnectionSocketFactory - negotiated cipher suite: TLS_ECDHE_RSA_WITH_AES_128_GCM_SHA256
[2022-01-25 17:49:18][][][][][main][DEBUG]o.a.h.c.s.SSLConnectionSocketFactory - peer principal: XXXXX
[2022-01-25 17:49:18][][][][][main][DEBUG]o.a.h.c.s.SSLConnectionSocketFactory - peer alternative names: [YYYYY]
[2022-01-25 17:49:18][][][][][main][DEBUG]o.a.h.c.s.SSLConnectionSocketFactory - issuer principal: XXXXX
If I run the same code with the same keystores and passwords in Docker OpenJDK Runtime Environment (AdoptOpenJDK)(build 1.8.0_252-b09)) I got the following handshake error
http-nio-8080-exec-1, READ: TLSv1.2 Alert, length = 2
http-nio-8080-exec-1, RECV TLSv1.2 ALERT: fatal, handshake_failure
%% Invalidated: [Session-1, SSL_NULL_WITH_NULL_NULL]
%% Invalidated: [Session-2, TLS_ECDHE_RSA_WITH_AES_128_GCM_SHA256]
http-nio-8080-exec-1, called closeSocket()
http-nio-8080-exec-1, handling exception: javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure
[2022-01-25 16:47:45][SESSION_NOT_INITIALIZED][10.60.168.202][http-nio-8080-exec-1] [DEBUG]o.a.h.i.c.DefaultManagedHttpClientConnection - http-outgoing-0: Shutdown connection
[2022-01-25 16:47:45][SESSION_NOT_INITIALIZED][10.60.168.202][http-nio-8080-exec-1] [DEBUG]o.a.h.impl.execchain.MainClientExec - Connection discarded
What should I search ? Any hints?
UPDATE:
The keystore contains the private key and the certificate chain : certificate -> intermediate CA -> Root CA; I don't understand why the client doesn't find the right certificate to send to the server.
In the working test I got this log
*** ServerHelloDone
[read] MD5 and SHA1 hashes: len = 4
0000: 0E 00 00 00 ....
matching alias: 1
*** Certificate chain
In the failed test I got:
*** ServerHelloDone
Warning: no suitable certificate found - continuing without client authentication
*** Certificate chain
It was my mistake and the problem was in totally different point.
The above code was right.

SSL issue: alert number 46 (sslv3 alert certificate unknown)

I am stuck with an issue of (SSL alert number 46)
140097325019584:error:14094416:SSL routines:ssl3_read_bytes:sslv3 alert certificate
unknown:../ssl/record/rec_layer_s3.c:1528:SSL alert number 46
Above issue comes when I give crl-file in haproxy config.
Usecase
I am using HAPROXY for ssl termination. I had self signed ca.crt,ca.pem,server.crt,server.pem and client.crt,client.key,crl.pem
Working Scenario
I had generated self signed certificate using Certificate Generate
Ha proxy config
global
log 127.0.0.1 local0 debug
tune.ssl.default-dh-param 2048
defaults
log global
listen mqtt
bind *:2883
bind *:8883 ssl crt /etc/ssl/certs/server.pem verify required ca-file /etc/ssl/certs/ca.pem crl-file /etc/ssl/certs/crl.pem
mode tcp
option tcplog
option clitcpka # For TCP keep-alive
tcp-request content capture dst len 15
timeout client 3h #By default TCP keep-alive interval is 2hours in OS kernal, 'cat /proc/sys/net/ipv4/tcp_keepalive_time'
timeout server 3h #By default TCP keep-alive interval is 2hours in OS kernal
balance leastconn
# MQTT broker 1
server broker_1 ray-mqtt:1883 check send-proxy-v2-ssl-cn
# MQTT broker 2
# server broker_2 10.255.4.102:1883 check
This above config working well with and without crl-file while I generate certificate using Certificate Generate
Non Working Scenario
I generate all certificate using Java bouncy castle library.
Client Certi Generate
public static X509Certificate generateClientCertificate(X509Certificate issuerCertificate, PrivateKey issuerPrivateKey, KeyPair keyPair, X500Name dnName, BigInteger serialNumber) throws IOException, OperatorCreationException, CertificateException {
JcaContentSignerBuilder signerBuilder = new JcaContentSignerBuilder(SHA_256_WITH_RSA).setProvider("BC");
JcaX509v3CertificateBuilder builder = new JcaX509v3CertificateBuilder(
issuerCertificate, //here intermedCA is issuer authority
serialNumber, new Date(),
Date.from(Instant.now().plus(100, ChronoUnit.DAYS)),
dnName, keyPair.getPublic());
builder.addExtension(Extension.keyUsage, true, new KeyUsage(KeyUsage.digitalSignature));
builder.addExtension(Extension.basicConstraints, false, new BasicConstraints(false));
X509Certificate x509Certificate = new JcaX509CertificateConverter()
.getCertificate(builder
.build(signerBuilder.build(issuerPrivateKey)));// private key of signing authority , here it is signed by intermedCA
return x509Certificate;
}
CRL Generate
private static X509CRL generateCrl(X509Certificate ca, PrivateKey caPrivateKey, PublicKey caPublicKey,
X509Certificate... revoked) throws Exception {
X509v2CRLBuilder builder = new X509v2CRLBuilder(
new X500Name(ca.getSubjectDN().getName()),
new Date()
);
builder.setNextUpdate(Date.from(Instant.now().plus(100000l, ChronoUnit.HOURS)));
for (X509Certificate certificate : revoked) {
builder.addCRLEntry(certificate.getSerialNumber(), new Date(), CRLReason.PRIVILEGE_WITHDRAWN.ordinal());
}
builder.addExtension(Extension.cRLNumber, false, new CRLNumber(BigInteger.valueOf(4)));
// builder.addExtension(Extension.authorityKeyIdentifier, false, new AuthorityKeyIdentifier(ca.getEncoded()));
builder.addExtension(Extension.authorityKeyIdentifier, false,
new JcaX509ExtensionUtils().createAuthorityKeyIdentifier(caPublicKey));
JcaContentSignerBuilder contentSignerBuilder =
new JcaContentSignerBuilder(SHA_256_WITH_RSA_ENCRYPTION);
contentSignerBuilder.setProvider(BC_PROVIDER_NAME);
X509CRLHolder crlHolder = builder.build(contentSignerBuilder.build(caPrivateKey));
JcaX509CRLConverter converter = new JcaX509CRLConverter();
converter.setProvider(BC_PROVIDER_NAME);
return converter.getCRL(crlHolder);
}
Here, In HAproxy config when I will not include crl-file then It works with the client certificates.
but when I include crl-file into the haproxy config then it will give alert number 46 (sslv3 alert certificate unknown) error.
I had verified using openssl
cat client3.pem | openssl verify -CAfile ca.crt
which returns OK.
Output of openssl s_client -connect haproxy:8883 -cert client3.crt -key client3.key -CAfile ca.crt
CONNECTED(00000005)
depth=1 CN = *.ray.life
verify return:1
depth=0 CN = haproxy
verify return:1
---
Certificate chain
0 s:CN = haproxy
i:CN = *.ray.life
1 s:CN = *.ray.life
i:CN = *.ray.life
---
Server certificate
-----BEGIN CERTIFICATE-----
MIIBujCCASOgAwIBAgIBATANBgkqhkiG9w0BAQsFADAVMRMwEQYDVQQDDAoqLnJh
eS5saWZlMB4XDTIwMDEwNzExMzIyOFoXDTIwMDQxNjExMzIyOFowEjEQMA4GA1UE
AwwHaGFwcm94eTCBnzANBgkqhkiG9w0BAQEFAAOBjQAwgYkCgYEA0CAq/xYcCXWl
PJgs2+DeRRO5DRK813LIiRzdoMFeKrI9X5yXeNFzc6mSAS9EdFITM/HJYSvL/XhZ
p+Hu3N2f9ZR/zD2hpTq2PP0lK3Ev6gryXpWXoJU2SbtOyLsjPmw1y/+xHUjVv5B6
V+m7b0I3RYN8blcJIkjl7Gz83GMlMucCAwEAAaMdMBswDgYDVR0PAQH/BAQDAgeA
MAkGA1UdEwQCMAAwDQYJKoZIhvcNAQELBQADgYEAnmIG9SXICU78Dz2eGbNN2znY
OGCpt7TBDkuXthStAFAyzHxZFKqexkelnJNMg19CbWzxGrPk6lxJQ+ebCGEYZwiZ
/WB9C1fQm+07/FEKVc1TCKv0odpTGRyXno4NePnFz6MCJGfVmec0huVPMD9fAbeJ
DlcWed88CL1MdgmkKoQ=
-----END CERTIFICATE-----
subject=CN = haproxy
issuer=CN = *.ray.life
---
Acceptable client certificate CA names
CN = *.ray.life
Requested Signature Algorithms: ECDSA+SHA256:ECDSA+SHA384:ECDSA+SHA512:Ed25519:Ed448:RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA+SHA256:RSA+SHA384:RSA+SHA512:ECDSA+SHA224:ECDSA+SHA1:RSA+SHA224:RSA+SHA1
Shared Requested Signature Algorithms: ECDSA+SHA256:ECDSA+SHA384:ECDSA+SHA512:Ed25519:Ed448:RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA+SHA256:RSA+SHA384:RSA+SHA512
Peer signing digest: SHA256
Peer signature type: RSA-PSS
Server Temp Key: X25519, 253 bits
---
SSL handshake has read 1440 bytes and written 1488 bytes
Verification: OK
---
New, TLSv1.3, Cipher is TLS_AES_256_GCM_SHA384
Server public key is 1024 bit
Secure Renegotiation IS NOT supported
Compression: NONE
Expansion: NONE
No ALPN negotiated
Early data was not sent
Verify return code: 0 (ok)
---
139659759231424:error:14094416:SSL routines:ssl3_read_bytes:sslv3 alert certificate unknown:../ssl/record/rec_layer_s3.c:1528:SSL alert number 46
Any help will be very useful for me.
You need to add the AKI and SKI extension in the CA certificate to validate the CRL by HA proxy.

IBM java 6 Attempting to Connect SQL Server 2012 using TLS1.2

I am having a problem connecting to SQL Server 2012 using TLS1.2. Below is the code,network trace and output from NMap. From the trace and Nmap output I think it looks like there is a cipher problem but I am not sure. The trace tells me the handshake starts with TLS 1.2 but then the connection gets closed and don't know why. If it is a cipher problem, how does the handshake determine which cipher to use and where are the possible ciphers stored?
Using: IBM Java 6, SQL Server 2012, sqljdbc4.jar
Thanks
public static void doConnect2()
{
try
{
System.setProperty("javax.net.debug", "all");
System.setProperty("javax.net.debug","ssl:handshake:verbose");
System.setProperty("com.ibm.jsse2.overrideDefaultTLS","true");
Class.forName("com.microsoft.sqlserver.jdbc.SQLServerDriver").newInstance();
Connection conn = DriverManager.getConnection(
"jdbc:sqlserver://MIMV-DBTE02;databaseName=CMS",
"userid",
"password");
}
catch(Exception e)
{
System.out.println(e.getMessage());
}
}
Network Trace:
IBMJSSE2 will not allow protocol SSLv3 per com.ibm.jsse2.disableSSLv3 set to TRUE or default
IBMJSSEProvider2 Build-Level: -20171020
IBMJSSE2 will set SSLContext per com.ibm.jsse2.overrideDefaultTLS set to true
Installed Providers =
IBMPKCS11Impl
IBMJCE
IBMJSSE2
IBMJGSSProvider
IBMCertPath
IBMCMSProvider
IBMSPNEGO
IBMSASL
IBMXMLCRYPTO
IBMXMLEnc
Policy
keyStore is: C:\IBM\WebSphere85\AppServer\java\jre\lib\security\cacerts
keyStore type is: jks
keyStore provider is:
init keystore
SSLContextImpl: Using X509ExtendedKeyManager com.ibm.jsse2.id
SSLContextImpl: Using X509TrustManager com.microsoft.sqlserver.jdbc.TDSChannel$PermissiveX509TrustManager
JsseJCE: Using SecureRandom IBMSecureRandom from provider IBMJCE version 1.2
trigger seeding of SecureRandom
done seeding SecureRandom
IBMJSSE2 will enable CBC protection
IBMJSSE2 to send SCSV Cipher Suite on initial ClientHello
JsseJCE: Using SecureRandom IBMSecureRandom from provider IBMJCE version 1.2
jdk.tls.client.protocols is defined as null
SSLv3 protocol was requested but was not enabled
SSLv3 protocol was requested but was not enabled
SUPPORTED: [TLSv1, TLSv1.1, TLSv1.2]
SERVER_DEFAULT: [TLSv1, TLSv1.1, TLSv1.2]
CLIENT_DEFAULT: [TLSv1, TLSv1.1, TLSv1.2]
IBMJSSE2 will allow RFC 5746 renegotiation per com.ibm.jsse2.renegotiate set to none or default
IBMJSSE2 will not require renegotiation indicator during initial handshake per com.ibm.jsse2.renegotiation.indicator set to OPTIONAL or default taken
IBMJSSE2 will not perform identity checking against the peer cert check during renegotiation per com.ibm.jsse2.renegotiation.peer.cert.check set to OFF or default
IBMJSSE2 will not allow unsafe server certificate change during renegotiation per jdk.tls.allowUnsafeServerCertChange set to FALSE or default
Is initial handshake: true
%% No cached client session
*** ClientHello, TLSv1.2
RandomCookie: GMT: 1505038140 bytes = { 3, 147, 184, 179, 43, 30, 167, 241, 216, 122, 188, 126, 82, 179, 249, 106, 59, 94, 84, 130, 211, 236, 170, 210, 180, 91, 234, 57 }
Session ID: {}
Cipher Suites: [SSL_RSA_WITH_AES_128_CBC_SHA, SSL_DHE_RSA_WITH_AES_128_CBC_SHA, SSL_DHE_DSS_WITH_AES_128_CBC_SHA, SSL_RSA_WITH_3DES_EDE_CBC_SHA, SSL_RSA_FIPS_WITH_3DES_EDE_CBC_SHA, SSL_DHE_RSA_WITH_3DES_EDE_CBC_SHA, SSL_DHE_DSS_WITH_3DES_EDE_CBC_SHA, SSL_RSA_WITH_DES_CBC_SHA, SSL_RSA_FIPS_WITH_DES_CBC_SHA, SSL_DHE_RSA_WITH_DES_CBC_SHA, SSL_DHE_DSS_WITH_DES_CBC_SHA, SSL_RENEGO_PROTECTION_REQUEST]
Compression Methods: { 0 }
Extension signature_algorithms, signature_algorithms: SHA512withECDSA, SHA512withRSA, SHA384withECDSA, SHA384withRSA, SHA256withECDSA, SHA256withRSA, SHA224withECDSA, SHA224withRSA, SHA1withECDSA, SHA1withRSA, SHA256withDSA, SHA1withDSA, MD5withRSA
***
main, WRITE: TLSv1.2 Handshake, length = 101
main, called close()
main, called closeInternal(true)
main, SEND TLSv1 ALERT: warning, description = close_notify
main, WRITE: TLSv1 Alert, length = 2
main, called closeSocket(selfInitiated)
main, waiting for close_notify or alert: state 5
main, received EOFException: ignored
main, called closeInternal(false)
main, close invoked again; state = 5
main, handling exception: java.io.IOException: SQL Server did not return a response. The connection has been closed. ClientConnectionId:8d6d75fb-67d7-4114-9f62-cd6886be0557
main, SEND TLSv1 ALERT: fatal, description = unexpected_message
main, WRITE: TLSv1 Alert, length = 2
main, called closeSocket()
Mar 23, 2018 10:29:17 AM com.microsoft.sqlserver.jdbc.TDSChannel enableSSL
INFO: java.security path: C:\IBM\WebSphere85\AppServer\java\jre\lib\security
Security providers: [IBMPKCS11Impl version 1.6, IBMJCE version 1.2, IBMJSSE2 version 1.6, IBMJGSSProvider version 1.6, IBMCertPath version 1.1, IBMCMSProvider version 59.0, IBMSPNEGO version 1.0, IBMSASL version 1.5, IBMXMLCRYPTO version 1.0, IBMXMLEnc version 1.0, Policy version 1.0]
SSLContext provider info: IBM JSSE provider2 (implements IbmX509 key/trust factories, SSLv3, TLSv1)
SSLContext provider services:
[Provider IBMJSSE2 Service SSLContext.SSL com.ibm.jsse2.uc
Aliases []
Attributes {}, Provider IBMJSSE2 Service SSLContext.SSL_TLSv2 com.ibm.jsse2.wc
Aliases []
Attributes {}, Provider IBMJSSE2 Service SSLContext.TLSv1 com.ibm.jsse2.zc
Aliases []
Attributes {}, Provider IBMJSSE2 Service KeyManagerFactory.NewIbmX509 com.ibm.jsse2.rc$b_
Aliases []
Attributes {}, Provider IBMJSSE2 Service SSLContext.SSL_TLS com.ibm.jsse2.vc
Aliases []
Attributes {}, Provider IBMJSSE2 Service TrustManagerFactory.IbmX509 com.ibm.jsse2.fd$b_
Aliases []
Attributes {}, Provider IBMJSSE2 Service SSLContext.TLSv1.1 com.ibm.jsse2.ad
Aliases []
Attributes {}, Provider IBMJSSE2 Service SSLContext.TLS com.ibm.jsse2.yc
Aliases []
Attributes {}, Provider IBMJSSE2 Service KeyManagerFactory.IbmX509 com.ibm.jsse2.rc$a_
Aliases []
Attributes {}, Provider IBMJSSE2 Service SSLContext.TLSv1.2 com.ibm.jsse2.bd
Aliases []
Attributes {}, Provider IBMJSSE2 Service TrustManagerFactory.PKIX com.ibm.jsse2.fd$a_
Aliases [IbmPKIX, X509, X.509]
Attributes {}, Provider IBMJSSE2 Service SSLContext.Default com.ibm.jsse2.tc
Aliases []
Attributes {}]
java.ext.dirs: C:\IBM\WebSphere85\AppServer\java\jre\lib\ext
NMap:
1433/tcp open ms-sql-s
| ssl-enum-ciphers:
| TLSv1.1:
| ciphers:
| TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA (secp256r1) - A
| TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA (secp256r1) - A
| compressors:
| NULL
| cipher preference: server
| warnings:
| Weak certificate signature: SHA1
| TLSv1.2:
| ciphers:
| TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384 (secp256r1) - A
| TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256 (secp256r1) - A
| TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA (secp256r1) - A
| TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA (secp256r1) - A
| compressors:
| NULL
| cipher preference: server
| warnings:
| Weak certificate signature: SHA1
|_ least strength: A

Dropwizard Client Certificate Authentication via HttpClient Key/Trust store

I am running a dropwizard server, and a client leveraging Apache HttpClient 4.5.1.
Given a single .pfx file that contains both the public and private keys, how would I structure my key/trust stores on both the server and client to accept/trust and pass the certificate for authentication purposes?
What I'm running into is the client trusts the provided server certificate, but
after the server hello that includes the certificate request per tls spec, my client is unable to find a suitable certificate to send back.
My first thought was to run the server with the keystore and truststore as the same pfx file, but java throws a null cert chain error when loading the pfx file as a trust store in the server. So I had to go through the process of creating a trust store manually.
Here are the general steps I thought would allow this entire process to succeed:
Run the server with the .pfx file, with a PKCS12 keystore type.
Extract the cert from the pfx file, and create a java trust store using the cert.
Run the server with the above clientCerts.jks file as the trust store
Run the client with a keystore set to the clientCerts.jks file
Run the client with a truststore set to the .pfx PKCS12 keystore.
These steps didn't work, and I've tried other less obvious permutations and none of them worked. Is there something blatantly wrong with the way I'm approaching this? Does anyone have any advice on actually getting it to work?
Lots of details below (including ssl debug logs)
PFX cert info:
(its a valid corporate signed cert, but I don't have the root CA as trusted anywhere, which is why I just create a trust store so I can trust the client cert).
$ openssl pkcs12 -info -in cert.pfx
Enter Import Password:
MAC Iteration 1
MAC verified OK
PKCS7 Data
Shrouded Keybag: pbeWithSHA1And3-KeyTripleDES-CBC, Iteration 2000
Bag Attributes
Microsoft Local Key set: <No Values>
localKeyID: 01 00 00 00
friendlyName: xxx
Microsoft CSP Name: Microsoft RSA SChannel Cryptographic Provider
Key Attributes
X509v3 Key Usage: 10
Enter PEM pass phrase:
Verifying - Enter PEM pass phrase:
-----BEGIN ENCRYPTED PRIVATE KEY-----
xxx
-----END ENCRYPTED PRIVATE KEY-----
PKCS7 Encrypted data: pbeWithSHA1And40BitRC2-CBC, Iteration 2000
Certificate bag
Bag Attributes
localKeyID: 01 00 00 00
friendlyName: my.domain.com
subject=/C=US/O=My Company/OU=Web Servers/CN=my.domain.com
issuer=/C=US/O=My Company
-----BEGIN CERTIFICATE-----
xxx
-----END CERTIFICATE-----
Java Trust store Creation:
//create pem file
openssl pkcs12 -in cert.pfx -out tempCert.crt -nokeys -clcerts
//convert to x509
openssl x509 -inform pem -in tempCert.crt -outform der -out tempx509Cert.cer
//create a java trust store
keytool -import -file tempx509Cert.cer -alias firstCA -keystore newJavaTrustStore.jks
Dropwizard Config:
applicationConnectors:
- type: https
port: 443
bindHost: localhost
keyStorePath: ./cert.pfx
keyStorePassword: pw
keyStoreType: PKCS12
trustStorePath: ./clientCerts.jks
trustStorePassword: pw
trustStoreType: JKS
supportedProtocols: [TLSv1, TLSv1.1, TLSv1.2]
excludedProtocols: [SSLv2Hello, SSLv3]
validateCerts: false
needClientAuth: true
wantClientAuth: true
HttpClient Config Values:
keyStorePath: ./clientCerts.jks
keyStorePassword: pw
keyStoreType: JKS
trustStorePath: ./cert.pfx
trustStorePassword: pw
trustStoreType: PKCS12
HttpClient Config:
public static CloseableHttpClient getSecurePooledHttpClient(
final String host,
final int port,
final boolean ssl,
final String keystorePath,
final String keystorePassword,
final String keystoreType,
final String trustStorePath,
final String trustStorePassword,
final String trustStoreType
) throws Exception {
//Setup the keystore that will hold the client certificate
KeyStore ks = KeyStore.getInstance(keystoreType);
ks.load(new FileInputStream(new File(keystorePath)),
keystorePassword.toCharArray());
KeyManagerFactory kmf = KeyManagerFactory.getInstance("SunX509");
kmf.init(ks, keystorePassword.toCharArray());
//Setup the Trust Store so we know what certificates
//we can trust that are hosting the service
KeyStore ts = KeyStore.getInstance((trustStoreType));
ts.load(new FileInputStream(new File(trustStorePath)),
trustStorePassword.toCharArray());
TrustManagerFactory tmf = TrustManagerFactory.getInstance("SunX509");
tmf.init(ts);
//setup our SSL context to be TLSv1.2, then setup the key and trust manager.
SSLContext sslContext = SSLContext.getInstance("TLSv1.2");
sslContext.init(kmf.getKeyManagers(), tmf.getTrustManagers(), null);
//Register the socket factory so that it uses the ssl Context and key
// manager we created above
Registry<ConnectionSocketFactory> socketFactoryRegistry =
RegistryBuilder.<ConnectionSocketFactory>create()
.register("https", new SSLConnectionSocketFactory(sslContext,
NoopHostnameVerifier.INSTANCE))
.build();
//Define an overridden routeplanner that setups up our default host
// so all our later calls can simply be
//sub-routes.
HttpRoutePlanner routePlanner =
new DefaultRoutePlanner(DefaultSchemePortResolver.INSTANCE)
{
#Override
public HttpRoute determineRoute(
final HttpHost target,
final HttpRequest request,
final HttpContext context) throws HttpException {
return super.determineRoute(
target != null ? target : new HttpHost(host, port, ssl ? "https" : "http"),
request, context);
}
};
return BuildClientWithRoutePlanner(socketFactoryRegistry, routePlanner);
Client SSL debug:
...
*** ServerHello, TLSv1.2
RandomCookie: Cipher Suite: TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256
Compression Method: 0
Extension renegotiation_info, renegotiated_connection: <empty>
***
%% Initialized: [Session-7, TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256]
** TLS_ECDHE_RSA_WITH_AES_128_CBC_SHA256
*** Certificate chain
chain [0] = [
[
Version: V3
Subject: CN=my.domain.com, OU=Web Servers, O=My Company, C=US
Signature Algorithm: SHA1withRSA, OID = 1.2.840.113549.1.1.5
.........
***
Found trusted certificate:
[
[
Version: V3
Subject: CN=my.domain.com, OU=Web Servers, O=My Company, C=US
Signature Algorithm: SHA1withRSA, OID = 1.2.840.113549.1.1.5
Key: Sun RSA public key, 2048 bits
......
*** CertificateRequest
Cert Types: RSA, DSS, ECDSA
Supported Signature Algorithms: SHA512withECDSA, SHA512withRSA, SHA384withECDSA, SHA384withRSA, SHA256withECDSA, SHA256withRSA, SHA224withECDSA, SHA224withRSA, SHA1withECDSA, SHA1withRSA, SHA1withDSA, MD5withRSA
Cert Authorities:
<CN=my.domain.com, OU=Web Servers, O=My Company, C=US>
*** ServerHelloDone
Warning: no suitable certificate found - continuing without client authentication
*** Certificate chain
<Empty>
***

javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure Error in APN

I am trying to send push notification to iPhone using Java-pns but I am getting the following error...
javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure
This is my code...
String token="95076d2846e8979b46efd1884206a590d99d0f3f6139d947635ac4186cdc5942";
String host = "gateway.sandbox.push.apple.com";
int port = 2195;
String payload = "{\"aps\":{\"alert\":\"Message from Java o_O\"}}";
NotificationTest.verifyKeystore("res/myFile.p12", "password", false);
KeyStore keyStore = KeyStore.getInstance("PKCS12");
keyStore.load(getClass().getResourceAsStream("res/myFile.p12"), "password".toCharArray());
KeyManagerFactory keyMgrFactory = KeyManagerFactory.getInstance("SunX509");
keyMgrFactory.init(keyStore, "password".toCharArray());
SSLContext sslContext = SSLContext.getInstance("TLS");
sslContext.init(keyMgrFactory.getKeyManagers(), null, null);
SSLSocketFactory sslSocketFactory = sslContext.getSocketFactory();
SSLSocket sslSocket = (SSLSocket) sslSocketFactory.createSocket(host, port);
String[] cipherSuites = sslSocket.getSupportedCipherSuites();
sslSocket.setEnabledCipherSuites(cipherSuites);
sslSocket.startHandshake();
char[] t = token.toCharArray();
byte[] b = Hex.decodeHex(t);
OutputStream outputstream = sslSocket.getOutputStream();
outputstream.write(0);
outputstream.write(0);
outputstream.write(32);
outputstream.write(b);
outputstream.write(0);
outputstream.write(payload.length());
outputstream.write(payload.getBytes());
outputstream.flush();
outputstream.close();
System.out.println("Message sent .... ");
For NotificationTest.verifyKeystore I am getting that this valid is File and Keystore.
I am not understanding why I am getting this error.
This is my error log...
** CertificateRequest
Cert Types: RSA, DSS, ECDSA
Cert Authorities:
<empty>
[read] MD5 and SHA1 hashes: len = 10
0000: 0D 00 00 06 03 01 02 40 00 00 .......#..
** ServerHelloDone
[read] MD5 and SHA1 hashes: len = 4
0000: 0E 00 00 00 ....
** Certificate chain
**
** ClientKeyExchange, RSA PreMasterSecret, TLSv1
[write] MD5 and SHA1 hashes: len = 269
...
main, READ: TLSv1 Alert, length = 2
main, RECV TLSv1 ALERT: fatal, handshake_failure
main, called closeSocket()
main, handling exception: javax.net.ssl.SSLHandshakeException: Received fatal alert: handshake_failure
I am not understanding why Cert Authorities is empty?
I recommend that you use keytool -list to compare the keystore on the client with those known to the server. The handshake error you are getting is because the Server has done it's hello and is expecting a Client Certificate in reply. You are not sending one. To fix this the PKCS12 certificate should be converted to PEM format (using openssl is one way) and then imported into a keystore using the keytool.
I suspect if you fix this by importing a client certificate into the keystore, then you will hit a second error. The second error will be about the empty CA certs - probably because you don't have a CA cert that is known to your server in your keystore. Import your CA and try again.
Looks like you need to install "Java Cryptography Extension (JCE) Unlimited Strength Jurisdiction Policy Files". This solved the issue for me.
To Send Push Notification to iPhone/ iPad I have used JavaPNS.
It is very easy to use and It worked for me.
We can simply follow This to use it.

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