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Posted on May 18, 2009
Answered by a Fixya Expert

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IPSEC problem between ASA and Microsoft ISA

Dear Sir, I have a problem I need to connect Cisco ASA 5510 to Microsoft ISA 2006 over IPSEC tunnel My ASA expert say everything configure, my ISA contact say same too. But: When ASA try to estabilish the tunnel i got the log status is: MM_WAIT_MSG2 When ISA try to estabilish the tunnel i got the log status is: MM_WAIT_MSG3 And I monitor the Internet traffic outside of ISA and not got any packets from the CISCO over Internet. NOTHING that CISCO seems to be muted. From ISA I can go to the ASA because I see the log, but the other side is nothing. Can be the problem the heavy network traffic? Because I nmap the ISA UDP port 500 and that response only 6.03 sec. Thank you Akos

  • Anonymous May 11, 2010

    On the Cisco ASA side, trying watching the debug logs on the console after entering the following commands (may vary depending on version):

    debug crypto engine 150
    debug crypto isakmp 255
    debug crytpo ipsec 255

    (**have the command 'undebug all' handy, as you could get flooded off of the box - you can paste it in at any time to revert to normal logging**)

    Try generating a connection from either of the encryption domains, and after you get an acceptable amount of 'spammed' debug messages on the ASA console, 'undebug all' and review. You should get a hint from these messages as to where your problem lies. Try google on some of the output, as many of the messages won't turn up anything on Cisco's site, as these are typically reserved for Cisco TAC cases. Paste some in here if you feel it will help. Other than that, possibly consider running Cisco's Client VPN software if this is the kind of vpn your trying to build up, just to avoid any potential interoperability issues.


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  • Expert 87 Answers
  • Posted on Jun 16, 2009
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Can you try lower encryption levels on each device and see if that helps? sometimes it is neccesary between Cisco and other devices.

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