Outlooks in Windows XP wont connect to Exchange 2010

Posted on 2011-10-04
Last Modified: 2012-05-12
Hi there!

I am having a lot of trouble to understand what the problem is. I´ve migrated a domain from Windows 2003 to Windows 2008 R2, witihn the migration we also migrated from Exchange 2007 to Exchange 2010.

All computers using Windows 7 dont have any problem using Outlook 2007 or 2010, but users using Windows XP Pro have problems to connect, and I always get a password prompt.

The only way I´ve been able to connect this Windows XP Pro´s Outlooks is by disabling MSSTD line on the Exchange > Connections tab.

The thing is that disabling this parameter works for one session or so and for some reason it gets activated again and fails to connect.

Any ideas why is this happening and how to solve it?

Thanks a lot!
Question by:Surferride
    LVL 41

    Expert Comment

    LVL 11

    Expert Comment

    are you using basic or ntlm under the outlook proxy settings?  and, is it the same on the xp and 7 machines?
    LVL 1

    Author Comment

    Thanks amitkulshrestha but that link suggestions I already followed, actually there is no stated solution on that link.

    madhatter5501: Thanks for your comments, I am doing some testing regarding to this.

    I´ll keep you posted.
    LVL 1

    Accepted Solution

    OK, found the solution to the problem.

    This was suggested by someone on a MS forum:
    Check on Your certificate under Details Subject Alternative Name. Whatever is the first name after DNS Name= should be used in MSSTD. For example in my case it was that the 1st line reads DNS so I changed to

    So what I did is to check how the MSSTD was pointing and re-configure it to the first line on the certificate. Windows XP doesnt manages well other lines rather than the first.

    This solved the issue.

    Thanks a lot for your comments.
    LVL 1

    Author Closing Comment

    I found the answer on an MS forum.

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