When you run the Windows 7 Upgrade Advisor tool on a system which use a proxy 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: 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




The Windows 7 Upgrade Advisor does not support proxy authentication.




On the proxy server, 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


Condition: All Users