Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-10 Thread fleon
Hello, i am using Debian 7.3 with postfix, and am trying to send email through our Exchange 2007 server. I have read tons of posts but i have been unable to get it to work I am using the postfix package that comes with Debian, and also installed libsasl2-modules On mail.cf i tried the following:

Re: Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-10 Thread fleon
I added the debug command you requested so you can see the whole error. I don't seem to have dns issues so i haven't felt the need for the brackets. I do seem to have the NTLM module I am aware of base64, so my tests with telnet i did use base64 to enter the username but as soon as i pressed

Re: Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-10 Thread fleon
Well, i tried with [] in both files, also tried changing the sasl password file to use domain\user instead of u...@domain.com and still i get the same errors. I wonder if exchange is rejecting anything without TLS. Our exchange has a self signed certificate and i know if i want to try TLS i will

Re: Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-11 Thread fleon
i disabled NTLM with sasl_mechanism_filter = !ntlm but of course now i get an error that the server offered no compatible authentication mechanism When i telnet to my exchange server i only get: STARTTLS X-ANONYMOUS TLS AUTH NTLM X-EXPS GSSAPI NTLM Like i said, if i cannot get this to work, i

Re: Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-11 Thread fleon
I tried to connect with this command: openssl s_client -starttls -smtp -crlf -connect exchangeserver.ourdomain.com:25 It connects, though it says it can't validate certificate (which is expected, our exchange certificate is self signed) After EHLO i now get: AUTH NTLM LOGIN So i tried with

Re: Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-11 Thread fleon
I have this in my main.cf (note: i didn't set this up, my guess is that debian itself did, or maybe when i installed libsasl2-modules, but i don't think so) smtpd_tls_cert_file = /etc/ssl/certs/ssl-cert-snakeoil.pem smtpd_tls_key_file = /etc/ssl/private/ssl-cert-snakeoil.key smtpd_use_tls = yes

Re: Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-11 Thread fleon
FINALLY it worked, but not before i disabled NTLM in the config, because otherwise it would try it. So, i had to enable client side TLS and disabling NTLM. It says untrusted connection in the logs, and i tried modifying the mynetworks variable below but couldn't fix it. It may be untrusted

Re: Exchange 2007 gives 535 5.7.3 Authentication unsuccessful

2014-02-11 Thread fleon
I am fine with the end result. The untrusted message is rather cosmetic, i would like to know how to import the certificate or rather trust the server (as i thought the mynetwork variable would do), but it's no biggie. The server is inside our lan and the relay will only be used for our helpdesk,

Re: Cannot start TLS: handshake failure when relaying through Exchange 2007

2016-09-15 Thread fleon
For additional clarification, i was able to telnet to our exhange server and authenticate to it just fine: telnet mar-exch01 25 Connected to mar-exch01.mydomain.com. Escape character is '^]'. 220 mar-exch01.mydomain.com Microsoft ESMTP MAIL Service ready at Thu, 15 Sep 2016 08:21:03 -0400 EHLO

Re: Cannot start TLS: handshake failure when relaying through Exchange 2007

2016-09-15 Thread fleon
Thank you Viktor, with your configuration changes now it works again! Indeed, Exchange is running on Windows Server 2003 R2 and an upgrade is overdue. After two years of delay, finally it will get upgraded in two months. -- View this message in context:

Cannot start TLS: handshake failure when relaying through Exchange 2007

2016-09-15 Thread fleon
After two years of successful emails sent by postfix through our exchange 2007 server i have started having problems. I did update debian 7 to debian 8, so i don't know what postfix/openssl version i had back then. Postfix itself gives out these errors: Sep 14 11:52:52 mar-zabbix