Hi all, This problem has been vexing me for some time now. Since May, I've not been able to connect to Windows update from my Windows Server 2008R2 machine. I get the error 0x80072EFD -2147012867 ERROR_INTERNET_CANNOT_CONNECT however, I can get to the internet just fine from this machine via a browser. Also, I have several Windows Server 2003 R2 VMs running under Hyper-V that connect to the internet and update via windows update just fine. Trace Route seems to be failing, though, on both the host server and the VM server, even though the VM server successfully gets updates. Any ideas? >tracert update.microsoft.com Tracing route to www.update.microsoft.com.nsatc.net [65.55.200.156] over a maximum of 30 hops: 1 <1 ms <1 ms <1 ms [my server IP address] 2 <1 ms <1 ms <1 ms [My Router IP] 3 <1 ms <1 ms <1 ms 209.202.149.235 4 <1 ms <1 ms <1 ms hr1-bo2-te-10-0-1.Waltham2bo2.savvis.net [204.70.202.37] 5 6 ms 6 ms 5 ms cr2-tengig-0-8-3-0.newyork.savvis.net [204.70.198.181] 6 * * * Request timed out. 7 11 ms 11 ms 10 ms er2-tengig-1-0-1.VirginiaEquinix.savvis.net [204.70.197.245] 8 11 ms 10 ms 10 ms 208.173.52.34 9 11 ms 10 ms 10 ms ge-0-3-0-54.ash-64cb-1a.ntwk.msn.net [207.46.47.91] 10 12 ms 12 ms 12 ms ge-1-2-0-0.tuk-64cb-1a.ntwk.msn.net [207.46.47.29] 11 12 ms 12 ms 12 ms ge-1-1-0-0.blu-64c-1b.ntwk.msn.net [207.46.43.111] 12 12 ms 12 ms 12 ms ten9-2.blu-76c-1a.ntwk.msn.net [207.46.47.155] 13 12 ms 12 ms 12 ms ten1-1.blu-6nx-mcs-1b.ntwk.msn.net [65.55.226.154] 14 * * * Request timed out. 15 * ten1-1.blu-6nx-mcs-1a.ntwk.msn.net [65.55.226.146] reports: Destination net unreachable. Trace complete.

Have you tried to connect to windows update from a client computer placed on your LAN? It is because it seems like a routing problem. Please remember to click “Mark as Answer” on the post that helps you, and to click “Unmark as Answer” if a marked post does not actually answer your question. This can be beneficial to other community members reading the thread. Best regards.

The only computer on this LAN is the physical host server (2008R2) and 5 VMs running on it. The guest VMs do update just fine, but they are running Windows Server 2003R2. Does the 2008 Server connect to a different windows update than the 2003 Server? I checked the hosts file, but there is nothing in it besides localhost. I'm not certain where to check next. I read something about updating the root certificates, but the most current update I found was in 2009. This server is up to date as of May 2010

This one may help. You may encounter temporary connection-related errors when you use Windows Update or Microsoft Update to install updates http://support.microsoft.com/kb/836941 You may want to ask Windows Update related questions here. http://social.answers.microsoft.com/Forums/en-US/vistawu/threads Regards, Dave Patrick .... Microsoft Certified Professional -Microsoft MVP [Windows]

Hi, Can you post the %systemdrive%\Windows\windowsupdate.log to skydrive and post a link to the file in this thread? Also, do you have any kind of outbound traffic filtering from the server and VMs? Does the site https://www.update.microsoft.com/microsoftupdate open in a browser? Do you get any warnings about the certificate? -- Mike Burr

Could you please write the error shown when you are trying to update your servers? To know the used Microsoft update server, you can install wireshark and sniff the outcoming packets when you try to update your servers. This is a link to download the wireshark software: http://www.wireshark.org/download.html Best regards.

This one may help. You may encounter temporary connection-related errors when you use Windows Update or Microsoft Update to install updates http://support.microsoft.com/kb/836941 You may want to ask Windows Update related questions here. http://social.answers.microsoft.com/Forums/en-US/vistawu/threads Regards, Dave Patrick .... Microsoft Certified Professional -Microsoft MVP [Windows] Thank you, Dave. I did find that KB article before posting. Following the steps did not resolve the problem, unfortunately. I'll post in the WindowsUpdate forum you linked. Thank you, I didnt' find that one before.

You're quite welcome. Regards, Dave Patrick .... Microsoft Certified Professional -Microsoft MVP [Windows]