Upgrade Windows Server 2008 Standard to Enterprise with Exchange 2010 installed

I have a Windows Server 2008 Standard Server which currently runs my production Exchange 2010 System. I would like to implement DAG and this requires the Enterprise version of Windows 2008 Server.

There is an upgrade tool available. Can anyone tell me if they have successfully done this upgrade without breaking Exchange? Or if Exchange does break what steps I need to follow to then fix it?
Other considerations are that we do have a BES server.

Thanks Experts.
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CharHall_ITConnect With a Mentor Author Commented:
I tested this in our test environment and managed to get it to work. stopped all exchange services before using the DCIM tool. However, the upgrade uninstalls a Windows component called WinRM IIS extension. Needs to be reinstalled as per this link:


I was able to conenct to exchange after this. However going to do this in prodection this weekend and will need to see how OWA etc is affected.

Will update.
You can do an in-place upgrade as you stated, I have done this before with another version of windows and was unsuccessful: http://www.ntweekly.com/?p=953

I personally would not recommend it, here are some supporting links



You could migrate the mailboxes (not sure how many you have or how big) to another mail server that is running Windows/Exchange Enterprise.

If you are going to try the upgrade be sure to do an image based backup of the entire system and give yourself enough time to restore under the assumption it fails.
CharHall_ITAuthor Commented:
Thanks ThorinO, was it an exchange server?
Has anyone done this successfully? anyone done this on a server with 08? Alternatively, is there an easy way for me to move all my registry settings, bes setting etc to a new server???? IS tehre an exchange setting import export tool?
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Malli BoppeCommented:
CharHall_ITAuthor Commented:
mboppe thanks but that doesnt address this issue at all. I already know how to implement the DAG - just have the issue of the current production Exchange being STANDARD edition and not ENTERPRISE
Malli BoppeCommented:

Did you go through the article.Its not just about implementing DAG.Its tells about how migrate from a exchange 2010 stanadard edition into a DAG environment.I would still recommend you to go through that path where you built a DAG with just one server.Move all the mailboxes decomission the existing servers and then join to the DAG.
CharHall_ITAuthor Commented:
mboppe, sorry my above post was not all that clear!! the issue is that my server Operating system is 2008 STANDARD edition. It needs to be Enterprise in order for DAG to work. As Fail Over Cluster services are required. DAG will still work with a standard edition of Exchange.

My challenge is to get a Standard 2008 Server install (which has exchange on it) up to Enterprise edition without breaking Exchange.

Malli BoppeCommented:
Sorry Charhall_IT
I know to use DAG you need windows enterprise.
Their is no way you can upgrade windows 2008 standard server to windows 2008 enterprise and and use DAG.
I insist you read the link again if you haven't.
In my previous post I meant to say "It tells about how migrate from a windows 2008 stanadard edition into a DAG "
Malli BoppeCommented:
Thanks Charhall_IT for the update. Learnt some thing new.
Glen KnightCommented:
This question has been classified as abandoned and is being closed as part of the Cleanup Program. See my comment at the end of the question for more details.
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