How do I upgrade Windows Server 2008 R2 Standard (OEM Key) to Enterprise (MSDN Key) using DISM?

Posted by Tom Crane on Server Fault See other posts from Server Fault or by Tom Crane
Published on 2011-02-02T16:14:38Z Indexed on 2011/11/26 17:57 UTC
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(Originally asked as After upgrading to 2008 R2 Enterprise and installing more RAM, Windows can only see 4.00 GB but now I know what the question really is...)

My Dell server came preinstalled with 2008 R2 Standard. I upgraded to Enterprise to take advantage of more than 32GB RAM. This server is purely for dev and testing, so I want to use my MSDN product key for the upgrade.

I originally tried to uprade using the MSDN Enterprise key, but it wouldn't have it:

dism  /online /Set-Edition:ServerEnterprise /ProductKey:[MSDN key]

=> Error                 DISM   DISM Transmog Provider: PID=5728 Product key is keyed to [], but user requested transmog to [ServerEnterprise] - CTransmogManager::ValidateTransmogrify

I tried several things, including changing the current product key to the MSDN one. Eventually I used a KMS generic key which can be found in several technet forum posts.

dism  /online /Set-Edition:ServerEnterprise /ProductKey:[KMS Generic Key]

... and this appeared to work. I then changed the product key again (using the control panel) to the MSDN key, thinking that was the end of the matter. Only later when tried to start up VMs did I realise I only had 4GB of usable RAM. I didn't make the connection with the licensing changes at this point and went off on a wild goose chase of BIOS settings, memory configurations and the like. Only later when I saw this...

http://social.technet.microsoft.com/Forums/en/winserverTS/thread/6debc586-0977-4731-b418-ca1edb34fe8b

...did I make the connection and reapply the KMS Generic key - which gave me all the RAM back. But now I have a system that isn't properly licensed, presumably I won't be able to activate it as it is, so I've got 2 days to enjoy it. With the MSDN key applied, only 4GB RAM is usable. Is there a way round this without

a) rebuilding the server from scratch with the MSDN key from the start or b) buying a retail Enterprise license

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