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.

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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