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Exchange 2003 to 2010 Transition / Coexistence Questions

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Exchange 2003 to 2010 Transition / Coexistence Questions - 26.Feb.2013 10:11:26 AM   
geekinput

 

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Hi,

Thank you for taking your time to read this post.

I currently have a single Exchange 2003 server I want to migrate to 2010. I will be running 2010 on a VM. I have about 45 active mail enabled users and another 60+ service accounts such as info@, accounting@, etc. I am doing a typical installation running HT, CAS, and Mailbox role on the same server.

I am approaching the migration by steps because I am not sure I will be able to transfer all mailboxes at once.

I would like to be able to install, configure and stress test exchange 2010 without causing interruption to our mail flow in 2003. Is this even possible?
Can a coexistence setup be done without interrupting mail flow? If I select the “mail flow settings” option during the installation and select the current exchange 2003 server from the routing group, will mail flow be directed to the new 2010?

I saw this document http://milindn.files.wordpress.com/2010/01/rapid-transition-guide-from-exchange-2003-to-exchange-2010.pdf but I think it is assumed at all time that the whole process is done during a maintenance or down time window. I am just trying to figure out how much I can accomplish from during business hours without causing mail flow disruption.
Post #: 1
RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 26.Feb.2013 12:35:15 PM   
de.blackman

 

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Hi,

It is great you are taking the time to understand before implementing!

quote:

I would like to be able to install, configure and stress test exchange 2010 without causing interruption to our mail flow in 2003. Is this even possible?

Yes this is possible. When you install the new exchange 2010 server, nothing gets changed on your existing environment and users are not affected.

quote:

Can a coexistence setup be done without interrupting mail flow? If I select the “mail flow settings” option during the installation and select the current exchange 2003 server from the routing group, will mail flow be directed to the new 2010?


No mail flow will not be redirected to exchnage 2010. All this setting does is automatically create the routing group connectors between Exchange 2003 and exchange 2010 so that a mailbox on one system can send email to a mailbox on the other system. Mail routing to and from the internet is not changed until you change your firewall, antispam appliance or whatever it is that your MX record is pointing to.

Once you have completed your testing, then you can redirect mail to exchange 2010 and OWA to exchange 2010 so that you can configure legacy redirection of OWA.

_____________________________

Ibrahim Benna - Microsoft Exchange MVP
Forum Moderator
Navantis
@IbrahimBenna

(in reply to geekinput)
Post #: 2
RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 26.Feb.2013 1:15:33 PM   
geekinput

 

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Joined: 30.Mar.2009
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Thanks for your explanation.

If I want to have both servers coexisting to start moving user
mailboxes on batches, do I have to do any DNS change outside of the network?

(in reply to de.blackman)
Post #: 3
RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 26.Feb.2013 10:22:47 PM   
de.blackman

 

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yes you will need to point your external client access to Exchange 2010 CAS server. What will happen is that all mailboxes on Exchange 2010 will get access through OWA, activesync and so on. For Exchange 2003 users, they will also get the new OWA logon page from exchange 2010 and when they log on, exchange 2010 will automatically redirect them to Exchange 2003.

http://exchangeserverpro.com/exchange-2003-2010-coexistence
http://msexchangetips.blogspot.ca/2012/04/exchange-2003-migration-to-exchange.html
http://www.msexchange.org/blogs/walther/news/exchange-20032010-activesync-coexistence-lesson-learned-605.html

_____________________________

Ibrahim Benna - Microsoft Exchange MVP
Forum Moderator
Navantis
@IbrahimBenna

(in reply to geekinput)
Post #: 4
RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 1.Mar.2013 6:56:45 AM   
admin503

 

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Very good and clear explanation by Admin. I hope you will be done with this. To maintain email workflows, ensure the MX records that are strongly responsible for same.

_____________________________

Adom Watson (Technology Expert)
http://www.ost2pstpro.com/

(in reply to de.blackman)
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RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 6.Mar.2013 3:20:24 PM   
geekinput

 

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Joined: 30.Mar.2009
Status: offline
This is what I have so far:

I can email from 2003 to a test mailbox I created on 2010 and I can email from 2010 to 2003.

Last night I did a quick test and I changed the static NAT on the FW pointing to the Exchange 2003 to point to Exch 2010. I then tried to send an email from Gmail to both, to a mailbox located in the 2003 server and to the test mailbox in the 2010 server and neither one received the email. I then allowed incoming email for the test mailbox in 2010 on the Firewall and changed the static NAT back to 2003 and I was able to receive email for both, 2003 and 2010.

Is this normal behavior? Why when I changed the static NAT to the 2010 server I did not receive my test emails?

Do I just start moving mailboxes to 2010 and as long as the 2003 is up and running mailboxes in both 2003 and 2010 will be able to receive and send emails?

(in reply to admin503)
Post #: 6
RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 12.Mar.2013 9:41:58 AM   
de.blackman

 

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First question to you is whether you have a spam appliance or any antivirus appliance. When you install exchange 2010, a Default Receive connector is configured with it. By default this connector will not accept SMTP connections from the internet until you enable anonymous permission on it. BUT doing that could open you up for relay. thats why I asked my question. If you have an appliance, then your MX record would point to it from your firewall and you would configure exchange receive connector to only accept connections from the appliance.

Are you able to send/receive internet emails from both 2003 and 2010? If so then you can begin moving your mailboxes and replicating your public folders. Remember to leave your 2003 server online so that users get properly redirected and their outlook profiles get automatically reconfigured.

_____________________________

Ibrahim Benna - Microsoft Exchange MVP
Forum Moderator
Navantis
@IbrahimBenna

(in reply to geekinput)
Post #: 7
RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 12.Mar.2013 10:18:52 AM   
geekinput

 

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Joined: 30.Mar.2009
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I am able to email between servers, outbound and inbound from the new server is working fine. I moved two mailboxes from 2003 to 2010 including my own mailbox. I am not able to connect to activesync from my iPhone with the current configuration.

I have a single backend Exchange 2003 server. I have 443 on the firewall NATed to the 2003 server. If I change the NAT from 2003 to the 2010 server IP I can access OWA using mail.domain.com/exchange and it will redirect me to mail.domain.com/owa just fine, but I am not able to connect to activesync using my iPhone when the NAT is to either 2003 or 2010 server and those users on 2003 can't access ActiveSync either when the NAT is to the 2010 server.

If a user in 2003 try to access his mailbox while the NAT is to the 2010 server, a "404 -file or directory not found" error will show up.

When the NAT is to the 2003, if I try to connect to OWA using mail.domain.com/exchange I get a "This page is not available" after entering my username and password, but the weird part is that it will redirect me to mailserver.domain.local/exchange, the FQDN for the server. Keep in mind that my mailbox is on the 2010 server.

currently the self signed certificate on the 2003 server points to webmail.domain.com and the self signed on the 2010 server is the default one created with the name of the server, in this case "mailserver".

(in reply to de.blackman)
Post #: 8
RE: Exchange 2003 to 2010 Transition / Coexistence Ques... - 13.Mar.2013 10:11:53 AM   
de.blackman

 

Posts: 3542
Joined: 4.Apr.2005
From: Toronto, Canada
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In order for client access to continue working, you have to redirect all client traffic to Exchange 2010. it will determine where the mailbox for the user resides and forward the request accordingly. All your users must now begin using mail.domain.com/OWA and NOT mail.domain.com/exchange, assuming you have configured the Exchange 2003 legacy URL setting on exchange 2010.

Any reason you are using a self signed certificate and not a publicly acquired one?

http://www.msexchange.org/blogs/walther/news/exchange-20032010-activesync-coexistence-lesson-learned-605.html

http://exchangeserverpro.com/exchange-2003-2010-coexistence

_____________________________

Ibrahim Benna - Microsoft Exchange MVP
Forum Moderator
Navantis
@IbrahimBenna

(in reply to geekinput)
Post #: 9

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