ActiveSync Error HTTP_500

Posted on 2006-05-23
Last Modified: 2010-03-06

Front-End/Back-End Server on Exchange 2003 SP2
SSL Enabled/Required on Front-End Server over port 443 (private cert issued through in house CA)
DisableCertChk.exe ran on handheld
Intergrated Windows and Basic Auth enabled on Back-End Server for MSActSync and OMA
Back-End ExchangeVDir does not require SSL

Attempting to Sync an HP iPAQ 6515 to our Exchange Server, getting HTTP_500 errors.  OMA web access does not work, receiving error 'Unable to connect to your mailbox on 'XSERVER'.  Please try again later.  Contact your administrator if problem persists.'  I've just about every post on Error code: HTTP_500 and have tried everything so far, looking for something new and original.

Please Help!
Question by:Propay
    1 Comment
    LVL 104

    Accepted Solution

    The trick with this process is to get OMA working first, as OMA and EAS use the same backend structure.

    First thing to try is browsing to OMA using your normal desktop internet explorer, with Show Friendly HTTP error messages turned off.
    That will show you the real error that is being generated.
    Once you have the error, look in the event viewer of the server to see if it has thrown anything of interest.

    Next - check that you haven't configured require SSL on either /exchange, /oma or /Microsoft-Server-ActiveSync virtual directories in IIS Manager. They are incompatible with OMA/EAS.


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