This is an interesting problem we want to share with you.
When you run the Windows 7 Upgrade Advisor tool on a system that must use a proxy in order to access the internet you receive the error:
“Windows 7 Upgrade Advisor was unable to reach the Microsoft server for compatibility information. Check your internet connection and try again later.”
In the error log (%temp%\WuaDiagnostics.log) you can see the update advisor tries to access:
http://aeos.microsoft.com/compatibilityexchange/compatibilityexchange.svc and then receives the error like following:
[7/23/2010 12:04:41 PM] Exception: The request failed with HTTP status 407: Proxy Authentication Required
As we confirmed, the Windows 7 Upgrade Advisor does not support proxy authentication.
We should make some changes on the proxy, creating an anonymous access rule specific to the destinations FQDN's used by the Windows 7 Upgrade Advisor, for example, you may create the following rules:
Action: Allow
Protocols: HTTP, HTTPS
From/Listener: Internal
To: Domain Name Set
aeos.microsoft.com
aestats.microsoft.com
crl.microsoft.com
download.microsoft.com
go.microsoft.com
Reference:
http://social.technet.microsoft.com/Forums/en-US/w7itprohardware/thread/d229910f-2360-470d-b0f9-9e67e17ae67e
http://social.technet.microsoft.com/Forums/en-US/w7itprogeneral/thread/f964885e-8ae2-4ea9-b7c3-5411acd12ccd
http://social.answers.microsoft.com/Forums/en-IN/w7install/thread/a1c57313-0297-4dc4-8b51-80eb865a7150
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