Exchange 2010 Outlook Anywhere


  • Hi

    I have a single Exchange 2010 server configure in the same organisation as two Exchange 2003 servers.  The Exchange 2010 server is working fine in terms of mail flow and OWA.  However I can't get Outlook anywhere to connect from remote Outlook Clients.


    Running the remote annalyser I get the following results, any help would be great, I'm lost as what to do next.



     Testing RPC/HTTP connectivity
      RPC/HTTP test failed
       Test Steps
       Attempting to resolve the host name in DNS.
      Host successfully resolved
       Additional Details
      IP(s) returned: 
     Testing TCP Port 443 on host to ensure it is listening and open.
      The port was opened successfully.
     Testing SSL Certificate for validity.
      The certificate passed all validation requirements.
       Test Steps
       Validating certificate name
      Successfully validated the certificate name
       Additional Details
      Found hostname in Certificate Subject Common name 
     Validating certificate trust
      The test passed with some warnings encountered. Please expand additional details.
       Additional Details
      Only able to build certificate chain when using the Root Certificate Update functionality from Windows Update. Your server may not be properly configured to send down the required intermediate certificates to complete the chain. Consult the certificate installation instructions or FAQ's from your Certificate Authority for more information. 
     Testing certificate date to ensure validity
      Date Validation passed. The certificate is not expired.
       Additional Details
      Certificate is valid: NotBefore = 4/13/2010 12:00:00 AM, NotAfter = 6/16/2011 11:59:59 PM" 
     Testing Http Authentication Methods for URL
      Http Authentication Methods are correct
       Additional Details
      Found all expected authentication methods and no disallowed methods. Methods Found: Negotiate, NTLM 
     Testing SSL mutual authentication with RPC Proxy server
      Successfully verified Mutual Authentication
       Additional Details
      Certificate common name matches 
     Attempting to Ping RPC Proxy
      Cannot ping RPC Proxy
       Additional Details
      A Web Exception occurred because an HTTP 440 - 440 response was received from Unknown


    Monday, May 10, 2010 10:41 AM


All replies

  • Hello,

    Please see below a list of articles that might point you in the right direction. I myself I would start by disabling IPv6 if that one is still enabled on the server. Then I would do a netstat -ano on the Exchange server to see what ports are open and who's litening on them .

    http ://


    Hope it will help.




    Monday, May 10, 2010 11:52 AM
  • Hi,


    Please try to use Exchange Remote Connectivity Analyzer Tool from outside the network to check the issue.




    Besides I’d like to collect some information with you:


    1.    Please run Get-OutlookAnywhere |fl and then post here.

    2.    Please run Get-outlookprovider expr |fl and then post here.

    3.    Please try to run and then post the result here.

    4.    Please check settings on RPC virtual directory, if any redirection has been set there.




    Wednesday, May 12, 2010 7:48 AM
  • Hi

    I actually managed to fix it myself, your point 4 is where the problem was, I had the RPC directories pointing at OWA for some reason.

    Many thanks for your help, if I hadn't of already sorted it, your reply would have.

    Many thanks


    Wednesday, May 12, 2010 9:25 AM
  • Glad to hear it. :)



    Wednesday, May 12, 2010 9:31 AM
  • I am having the same issue. When I ran the MS connectivity analyzer, this is what I got:

    accept/require client certificates isn't configured.
    Client certificate authentication wasn't detected 
    My configurations -
    The cas server authentication method: NTLM
    ISA server authentication method: basic

    Outlook Client authentication method: Basic

    Not sure what I did wrong but the Outlook client can't find the server

    Any help would be greatly appreciated.

    • Edited by ThaiFL Monday, July 23, 2012 8:04 PM
    Monday, July 23, 2012 8:01 PM