Off topic, TLS connections new certificates.

2012-03-05 Thread Pfefferkorn, Pete (pfeffepe)
Kind of off topic and bear with me I'm not real familiar with certs.  Exchange 
2007 sp2/Ironport perimeter.  We recently added new certificates to our 
systems.  Some of our affiliates have established TLS connectors to our site 
for mandatory encryption between our sites.   The remote site in question is 
running Exchange 2010 but when they try and send mail to our uc.edu domain 
name, all the messages get spooled.  If they send to ucmail.uc.edu the mail 
goes through fine.  The error they getting for the uc.edu domain is a 451 4.4.0 
Primary target IP address responded with 44.4.7.5 Certificate validation 
failure.Uc.edu is our university wide domain name so I'm a little confused 
on how that comes into play with the TLS connectivity and mx/a records. Here is 
another error reported.  

A secure connection to domain-secured domain 'uc.edu' on connector 'UC TLS 
Connector' could not be established because the validation of the Transport 
Layer Security (TLS) certificate for uc.edu failed with status 'UntrustedRoot. 
Contact the administrator of uc.edu to resolve the problem, or remove the 
domain from the domain-secured list.

Pete Pfefferkorn
University of Cincinnati Information Technology Services
Systems Analyst/Messaging Administrator
Phone: (513) 556-9076
Fax: (513) 556-2042
Email: pete.pfefferk...@uc.edu



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RE: Off topic, TLS connections new certificates.

2012-03-05 Thread Nicholas Turner
The message looks like their mail servers are unable to recognise your certs as 
valid.  I'm assuming they are connecting to the Ironport?  Again I'm assuming 
these were the certificates you updated recently?  Did you just regenerate the 
certificate request from the old one or create a new one and are you using the 
same certificate authority as previously?  I'd suspect that you are either 
missing the intermediate certificates, or you are using the Ironport self 
signed, but either way it does point to then not recognising your certs as 
valid.  It could also be that if you have some kind of mutual auth set up you 
aren't trusting them, but it's more likely your certs unless they happen to 
have made a change too.  Difficult to tell without seeing the certificate 
config on the Ironport.

If I were you I'd do a quick check in the message tracking to see if you can 
see any connection made on the Ironport and hopefully this will give you more 
information.

There are a couple of good guides for the TLS setup of Ironport on the web.

Nick

-Original Message-
From: Pfefferkorn, Pete (pfeffepe) [mailto:pfeff...@ucmail.uc.edu] 
Sent: 05 March 2012 13:24
To: MS-Exchange Admin Issues
Subject: Off topic, TLS connections new certificates.

Kind of off topic and bear with me I'm not real familiar with certs.  Exchange 
2007 sp2/Ironport perimeter.  We recently added new certificates to our 
systems.  Some of our affiliates have established TLS connectors to our site 
for mandatory encryption between our sites.   The remote site in question is 
running Exchange 2010 but when they try and send mail to our uc.edu domain 
name, all the messages get spooled.  If they send to ucmail.uc.edu the mail 
goes through fine.  The error they getting for the uc.edu domain is a 451 4.4.0 
Primary target IP address responded with 44.4.7.5 Certificate validation 
failure.Uc.edu is our university wide domain name so I'm a little confused 
on how that comes into play with the TLS connectivity and mx/a records. Here is 
another error reported.  

A secure connection to domain-secured domain 'uc.edu' on connector 'UC TLS 
Connector' could not be established because the validation of the Transport 
Layer Security (TLS) certificate for uc.edu failed with status 'UntrustedRoot. 
Contact the administrator of uc.edu to resolve the problem, or remove the 
domain from the domain-secured list.

Pete Pfefferkorn
University of Cincinnati Information Technology Services Systems 
Analyst/Messaging Administrator
Phone: (513) 556-9076
Fax: (513) 556-2042
Email: pete.pfefferk...@uc.edu



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