The debug log produced following & it's evident that handshake is failing due 
to no ciphers suites in common.

Allow unsafe renegotiation: false
Allow legacy hello messages: true
Is initial handshake: true
Is secure renegotiation: false
http-bio-xxxx-Acceptor-0, setSoTimeout(60000) called
Ignoring unsupported cipher suite: TLS_ECDHE_ECDSA_WITH_AES_256_CBC_SHA384 for 
TLSv1
Ignoring unsupported cipher suite: TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384 for 
TLSv1
Ignoring unsupported cipher suite: TLS_ECDH_ECDSA_WITH_AES_256_CBC_SHA384 for 
TLSv1
Ignoring unsupported cipher suite: TLS_ECDH_RSA_WITH_AES_256_CBC_SHA384 for 
TLSv1
Ignoring unsupported cipher suite: TLS_DHE_RSA_WITH_AES_256_CBC_SHA256 for TLSv1
Ignoring unsupported cipher suite: TLS_DHE_DSS_WITH_AES_256_CBC_SHA256 for TLSv1
Ignoring unsupported cipher suite: TLS_ECDHE_ECDSA_WITH_AES_256_CBC_SHA384 for 
TLSv1.1
Ignoring unsupported cipher suite: TLS_ECDHE_RSA_WITH_AES_256_CBC_SHA384 for 
TLSv1.1
Ignoring unsupported cipher suite: TLS_ECDH_ECDSA_WITH_AES_256_CBC_SHA384 for 
TLSv1.1
Ignoring unsupported cipher suite: TLS_ECDH_RSA_WITH_AES_256_CBC_SHA384 for 
TLSv1.1
Ignoring unsupported cipher suite: TLS_DHE_RSA_WITH_AES_256_CBC_SHA256 for 
TLSv1.1
Ignoring unsupported cipher suite: TLS_DHE_DSS_WITH_AES_256_CBC_SHA256 for 
TLSv1.1
http-bio-xxxx-exec-2, READ: TLSv1.2 Handshake, length = 57
*** ClientHello, TLSv1.2
RandomCookie:  GMT: -2042962343 bytes = { 199, 95, 13, 144, 113, 194, 145, 53, 
176, 117, 165, 93, 196, 76, 17, 104, 214, 95, 96, 238, 97, 6, 240, 239, 53, 
188, 180, 41 }
Session ID:  {}
Cipher Suites: [TLS_EMPTY_RENEGOTIATION_INFO_SCSV, Unknown 0x56:0x0, 
SSL_RSA_WITH_RC4_128_SHA, TLS_RSA_WITH_AES_128_CBC_SHA, 
TLS_RSA_WITH_AES_256_CBC_SHA, SSL_RSA_WITH_3DES_EDE_CBC_SHA, 
SSL_RSA_WITH_RC4_128_MD5]
Compression Methods:  { 0 }
***
%% Initialized:  [Session-13, SSL_NULL_WITH_NULL_NULL]
%% Invalidated:  [Session-13, SSL_NULL_WITH_NULL_NULL]
http-bio-xxxx-exec-2, SEND TLSv1.2 ALERT:  fatal, description = 
handshake_failure
http-bio-xxxx-exec-2, WRITE: TLSv1.2 Alert, length = 2
http-bio-xxxx-exec-2, called closeSocket()
http-bio-xxxx-exec-2, handling exception: javax.net.ssl.SSLHandshakeException: 
no cipher suites in common
http-bio-xxxx-exec-2, IOException in getSession():  
javax.net.ssl.SSLHandshakeException: no cipher suites in common
http-bio-xxxx-exec-2, called close()
http-bio-xxxx-exec-2, called closeInternal(true)

Thank you,
Vamsi Gali


-----Original Message-----
From: Gali, Vamsi A [mailto:vamsi_a_g...@keybank.com.INVALID] 
Sent: Wednesday, October 11, 2017 11:18 AM
To: Tomcat Users List
Subject: RE: FW: [error] SSL0266E: Handshake Failed, Could not establish SSL 
proxy connection

I see what Igor has suggested and I will be reproducing the issue by adding  
'-Djavax.net.debug=ssl' to setenv.sh's JAVA_OPTS.  Thank you!

Thank you,
Vamsi Gali


-----Original Message-----
From: Mark Thomas [mailto:ma...@apache.org]
Sent: Wednesday, October 11, 2017 10:44 AM
To: users@tomcat.apache.org
Subject: Re: FW: [error] SSL0266E: Handshake Failed, Could not establish SSL 
proxy connection

On 11/10/2017 14:05, Gali, Vamsi A wrote:
> Igor,
> 
> Thank you for the response!
> 
> Since the request is failing at SSL handshake, Tomcat doesn’t even record 
> anything not even the access log. I tried enabling debug at tomcat but 
> nothing is captured during the request initiation.

Re-read the suggestion. You need to enable the JRE provided SSL debugging, not 
Tomcat debug logging.

Check your JVM docs for you to do that.

Marjk


> 
> Thank you,
> Vamsi Gali
> 
> -----Original Message-----
> From: Igor Cicimov [mailto:icici...@gmail.com]
> Sent: Wednesday, October 11, 2017 4:09 AM
> To: Tomcat Users List
> Subject: Re: FW: [error] SSL0266E: Handshake Failed, Could not 
> establish SSL proxy connection
> 
> On 11 Oct 2017 1:50 am, "Gali, Vamsi A" 
> <vamsi_a_g...@keybank.com.invalid>
> wrote:
> 
> Hello,
> 
> Any help is appreciated on this issue.
> 
> Thank you,
> Vamsi Gali
> 
> 
> -----Original Message-----
> From: Gali, Vamsi A
> Sent: Thursday, October 05, 2017 12:03 PM
> To: 'Tomcat Users List'
> Subject: RE: [error] SSL0266E: Handshake Failed, Could not establish 
> SSL proxy connection
> 
> Hello,
> I just realized that I didn’t provide the environment info & following are 
> the details:
> 
> Tomcat:  apache-tomcat-7.0.75
> IHS: HIS v8.5.5.x
> OS: RHEL
> 
> We have IHS→mod_proxy(on IHS) → Tomcat.
> I know that IHS isn’t the suggested webserver to use with Tomcat but it’s in 
> use.
> [error] SSL0266E: Handshake Failed, Could not establish SSL proxy 
> connection
> 
> When Tomcat is accessed through webserver url, it throws ‘500’ with the 
> following stack on the IHS Error log:
> 
> [Thu Oct 00 09:20:20 2017] [debug] proxy_util.c(2313): proxy: HTTPS: 
> fam 2 socket created to connect to TOMCAT2 [Thu Oct 00 09:20:20 2017] 
> [debug]
> proxy_util.c(2419): proxy: HTTPS: connection complete to 
> TOMCAT-IP:PORT
> (TOMCAT2) [Thu Oct 00 09:20:20 2017] [error] SSL0266E: Handshake Failed, 
> Could not establish SSL proxy connection.
> [Thu Oct 00 09:20:20 2017] [info] [client TOMCAT-IP] [7fa404014a60] 
> [13789]
> SSL0240I: SSL Handshake Failed, Socket has been closed. Client sent fatal 
> alert [level 2 (fatal), description 40 (handshake_failure)] [TOMCAT-IP:PORT 
> -> IHS:PORT] [09:20:20.000967434] 0ms [Thu Oct 00 09:20:20 2017] [debug] 
> [client  TOMCAT-IP] [7fa404014a60] Handshake transcript:
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  <client_hello> [Thu 
> Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  client_version [Thu Oct 00 
> 09:20:20 2017] [debug] [client  TOMCAT-IP] gsksslDissector_8Bits
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]    03
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP] gsksslDissector_8Bits
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]    03
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  TLSV12 [Thu 
> Oct 00
> 09:20:20 2017] [debug] [client  TOMCAT-IP]  random [Thu Oct 00 09:20:20 2017] 
> [debug] [client  TOMCAT-IP] gsksslDissector_32Bits
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]    9xxxxxx
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP] gsksslDissector_Opaque
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]    Length: 28
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]    1x 62 xx B3 1F 44
> xx 8E D2 xx x7 17 xx 59 x9 x9     .b...D...)...Y..
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]    x1 91 19 08 25 xx
> DC xx E1 xx 20 xx                 ....%..o.9 x
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  session_id 
> [Thu Oct
> 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  Length: 00 [Thu Oct 00
> 09:20:20 2017] [debug] [client  TOMCAT-IP]  cipher_suites [Thu Oct 00
> 09:20:20 2017] [debug] [client  TOMCAT-IP]  Length: 14 [Thu Oct 00 09:20:20 
> 2017] [debug] [client  TOMCAT-IP]  0x Fx x6 00 00 xx
> 00 xx 00 xx 00 xx 00 xx           ..V..../.5....
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP] 
> tls_ri_scsv,tls_fallback_scsv,tls_rsa_with_rc4_128_sha,tls_
> rsa_with_aes_128_cbc_sha,tls_rsa_with_aes_256_cbc_sha,tls_
> rsa_with_3des_ede_cbc_sha,tls_rsa_with_rc4_128_md5
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  compression_methods 
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  Length: 01 [Thu Oct 
> 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  00
>                                 .
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  Extensions 
> [Thu Oct
> 00 09:20:20 2017] [debug] [client  TOMCAT-IP]  Length: 00
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP]   Extension Count: 0
> [Thu Oct 00 09:20:20 2017] [debug] [client  TOMCAT-IP] end handshake 
> transcript [Thu Oct 00 09:20:20 2017] [debug] proxy_util.c(2442): proxy:
> HTTPS: pre_connection setup failed (500) [Thu Oct 00 09:20:20 2017] 
> [debug]
> proxy_util.c(2022): proxy: HTTPS: has released connection for TOMCAT2
> ------------------------------------------------------------
> ------------------------------------------------------------
> --------------------------
> What’s done: IHS & Tomcat keystores contain required signers for proper 
> communication. During the troubleshooting, I even added IHS server cert as a 
> signer into Tomcat keystore and vice-versa but cannot get rid of this error.
> Also, tried restricting both IHS & Tomcat to use TLSv1 but no success.
> 
> Has anyone ran into similar issues? Or ever tried Tomcat with IHS using 
> mod_proxy module?
> 
> 
> Thank you,
> Vamsi Gali
> 
> 
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> 
> Well what does tomcat log say? You can add java debug ssl option to JAVA_OPTS 
> in the default tomcat config file maybe it will give you a clue.
> 
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