MAKING THE TRANSITION

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1 DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION CHAPTER THREE EXCHANGE 2003 TO : MAKING THE

2 Planning a move to Microsoft Exchange 2010? Keep your up and running throughout your migration with Mimecast. Microsoft Exchange 2010 delivers greater deployment flexibility and reliability than ever before. It s without doubt the best version of Exchange yet. But if you are looking to move to Exchange 2010, you need to identify and assess the additional risks that may be introduced during the migration process, such as downtime, data loss and interruptions to policy enforcement. To download your free Three Step Plan, visit To find out how Mimecast can help you mitigate the risks of migration visit or call us on

3 Exchange 2003 to Exchange 2010: MAKING THE The transition from Exchange Server 2003 to Exchange 2010 is not simple. Skip a step along the way and the whole process becomes even more complicated. BY J. PETER BRUZZESE MICROSOFT REFERS TO the process of moving from Exchange Server 2003 or Exchange 2007 to Exchange 2010 as a transition, not a migration, as many refer to it. While this may seem like simple semantics, there is a reason behind it. A transition includes a period of time in which both the legacy Exchange servers and new versions of Exchange function in a coexistence scenario. The length of time the coexistence period lasts varies from company to company and depends on the length of time it takes to remove the last legacy Exchange Server. So how does the transition from Exchange 2003 (or Exchange 2007) to that perfect state of Exchange 2010 happen? What s involved? This chapter explains the complicated transition from Exchange 2003 to Exchange 2010, with a few points included for Exchange 2007 administrators. FOR THE MOVE TO The first step in moving to Exchange 2010 is to verify that your environment meets the various prerequi- DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION SEARCHEXCHANGE.COM 3

4 sites. For example, make sure your existing directory service infrastructure is up to par by checking that you've met the following criteria: Schema master: Confirm that it s running Windows Server 2003 SP1 Standard, Enterprise or a later edition. Global catalog server: In every Active Directory site where you plan to install Exchange 2010, you need at least one global catalog server running Windows Server 2003 SP1 Standard, Enterprise or a later edition. Active Directory forest: The AD forest functional level must be running Windows 2003 forest functional mode. Domain controller: AD domain controllers must be running Windows 2003 SP1 Standard, Enterprise or a later edition. Once you ve verified this, check your environment for its readiness for Exchange In a smaller environment, you can check this manually. In a larger Exchange Server environment, it s easier to download and use the free Exchange Pre- Deployment Analyzer, which runs an overall topology readiness scan. With Exchange 2010, in-place upgrades of an existing server are not possible. Therefore, you ll need to install Exchange 2010 on its own 64- bit server. That server has to run as a member server of the domain on an X64-based system running either Windows Server 2008 Standard or Enterprise SP2 edition or Windows Server 2008 R2 Standard or Enterprise edition. Before installing Exchange 2010, both Exchange 2003 and Exchange 2007 must be on SP2. The next prerequisite is to prepare the Active Directory schema for an Exchange 2010 installation, which you can do in a variety of ways. In smaller Exchange installments where administrators are in complete control of upgrade decisions, you simply start the installation using the graphic setup; behind-the-scenes commands and switches will run at that point. However, if you are in an environment that requires the process to be broken down into smaller pieces, take it one step at a time by running the following switches: Setup/PrepareLegacyExchange Permissions: This command, which you can enter as /pl, is absolutely necessary for the transition from Exchange 2003 to Exchange It ensures that permissions are prepared between the two versions. Setup/PrepareSchema: This command, entered as /ps, will extend the schema. Setup/PrepareAD: Entered as /p, the command runs the other two commands if you haven t started them yet. This multi-tasked switch DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION SEARCHEXCHANGE.COM 4

5 will create Exchange security groups and prepare the local domain for Exchange. Setup/PrepareDomain or /Prepare AllDomains: These switches (/pd or /pad, respectively) create a new global group called Exchange Install Domain Servers for the domain. They also add that group to the Exchange System Objects container and the Exchange Servers group for the root domain. As a final prerequisite, you ll need to do some patchwork changes to the Exchange 2003 environment to allow it to communicate and perform message transport with Exchange For example, Exchange 2010 creates an Exchange routing group that is only visible using Microsoft Exchange Server 2003 Exchange System Manager. Note: The route will be named DWBGZMFD01Q- NBJR. Exchange also creates routing group connectors between the Exchange 2003 bridgehead routing group and the Exchange 2010 server. You ll also need to create an Exchange Administrative Group on Exchange 2003; the group will be named FYDIBOHF23SPDLT. Before you begin the physical transition to Exchange 2010, you should seek the help of Microsoft s Exchange Server Deployment Assistant. Don t let the tool s initial screen, shown in Figure 1, distract you. This is FIGURE 1. The Exchange Server Deployment Assistant DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION SEARCHEXCHANGE.COM 5

6 the newest iteration of the assistant, which takes into account companies that want to coexist with a cloudbased hosted Exchange solution such as Microsoft Business Productivity Online Suite (BPOS) or Office 365. Our focus, however, is strictly on the on-premises option. Once you select the "On-Premises Only" option, you'll need to choose from a range of options, including deploying from Exchange 2003 to Exchange 2007, Exchange 2003 to 2010, Exchange 2007 to 2010 and a completely new install of Exchange 2010 (Figure 2). The tool asks yes/no questions to narrow down your needs during the transition. Once you re certain that your company s entire environment can handle the upgrade to Exchange 2010, you still need to do more prep work. If your organization has multiple sites, you ll need to install the Exchange 2010 server onto an Internet-facing site. I recommend administrators do a typical installation of all three key server roles client access server, hub transport server and mailbox server. However, some design architectures require that you deploy servers in stages. In these situations, I recommend using the following order: 1. Client access server (CAS) 2. Hub transport server 3. Unified Messaging server, which is optional 4. Mailbox server FIGURE 2. Exchange 2010 deployment scenario choices DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION SEARCHEXCHANGE.COM 6

7 5. Edge transport server, which is optional. To secure external access with a CAS, you need digital certificates. It s recommended that you obtain a subject alternative name certificate from a reputable certificate authority (CA). Since you will be running a coexistence environment, you will need at least three different namespaces one for the current namespace, one for the legacy namespace and one for autodiscover. If your company connects to its mail through mail.companyname.com, which is one fully qualified domain name (FQDN), you should also register autodiscover.company name.com and legacy.companyname.com. Finally, you ll need to install the certificate on the legacy Exchange 2003 servers. If you re trying to expedite the transition or plan to move all Exchange mailboxes over in one fell swoop, you don t need to be concerned with legacy host names. You ll need only a subject alternative name certificate for the current namespace and autodiscover. During the transition to Exchange 2010, one user s mailbox may reside on Exchange 2003 while another resides on Exchange With the legacy namespace, all users no matter which server version their mailboxes reside on need to type only one thing to access Outlook Web App or ActiveSync services. Prep Outlook Address Book and directories. Depending on how users access the environment in off-site situations, you may want to enable Outlook Anywhere, configure the Outlook Address Book (OAB) and Web Services virtual directories or configure Exchange ActiveSync settings. You ll also need to change the OAB generation server to Exchange Once you are ready to move the OAB to Exchange 2010, go to Properties and choose Web-based distribution from the Distribution tab. This is the modern method for Exchange 2007 and Exchange 2010 servers, so you don t need public folders or public folder distribution. From the Actions pane, choose Move and then the Exchange 2010 server that will host the OAB. Transition inbound/outbound mail flow. Now you ll need to reroute outbound Internet mail flow from Exchange 2003 to Exchange With the implementation of the edge transport server role, Send/ Receive connectors will work out of the box because the edge transport is automatically configured to send and receive . However, if you forego installing the edge transport server role, you ll need to make some configuration changes to the hub transport server. In addition, you ll need to change Send connectors and Receive connectors on the hub transport server. Receive connectors are created by DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION SEARCHEXCHANGE.COM 7

8 default; they re not configured to allow anonymous inbound mail flow. Exchange users can send mail internally but cannot receive external mail unless Receive connectors are properly configured. To configure Receive connectors, go to the Server Configuration node and locate Receive connector settings under the hub transport server side. Then go to the Permissions Groups tab and select Anonymous Users to allow Internet-based to enter the organization. Clean up public folders. If your organization is using public folders, you ll need to set up a public folder database in Exchange 2010 and create replicas of the data. Then remove legacy Exchange servers from the list of replicated folders so that all content resides on Exchange Set aside plenty of time for this step; replicating public folders especially if your public folder tree has sprawled out of control is a time-consuming process. You might even want to set aside a day for this and perform a few tests afterward to be sure all data moved. Move Exchange 2003 mailboxes. When you move a mailbox from Exchange 2003 to Exchange 2010, you must take the mailbox offline. So, plan to move mailboxes after regular business hours. This is different when you upgrade from Exchange 2007 to Exchange 2010 mailbox moves can occur simultaneously. To move them, open the Exchange Management Console (EMC) and use the New Local Move Request. Once you ve moved all mailboxes, go back and convert them to resource mailboxes for rooms or equipment, as needed. SHUTDOWN: When you re certain that you ve moved all mailboxes over to Exchange 2010 and you must be certain because you cannot leave anything behind in a storage group you can move the Recipient Update Service (RUS) to Exchange This step is a bit of an anomaly since Exchange 2010 doesn t actually use the RUS. You cannot uninstall Exchange Server 2003 from an environment if it s the only server running the RUS. First you ll need to use Exchange System Manager to enable the RUS on another server. Moreover, you can t uninstall Exchange Server 2003 from an environment server if it s the only server in a mixed-mode architecture that s running Site Replication Service (SRS). You ll have to enable SRS on another Exchange Server first. After you create the Recipient Update Service, you may need to enable Site Replication Service on a second Exchange server. Be sure to clear away all bridgehead information and routing group data before you try to uninstall RUS. DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION SEARCHEXCHANGE.COM 8

9 Once you re completely confident that all mailboxes have been moved to Exchange 2010, you ve replicated all public folder databases and and you've taken care of other odds and ends such as the RUS, the last step is to click Add or Remove Programs on Exchange Server 2003 and uninstall it. T here are fewer steps involved in removing Exchange 2007 simply because you don't have to worry about items like the Recipient Update Service (RUS) and Site Replication Service (SRS). You simply have to remove Exchange 2007 from the Add or Remove Programs (in Windows Server 2003) or from Programs and Features (in Windows Server 2008). At this point, verify that your Exchange configuration is correct. Several tools are available to help test external connectivity to the new Exchange environment, including the Exchange Best Practices Analyzer (ExBPA) and the Exchange Remote Connectivity Analyzer (ExRCA). Cathleen Gagne Editorial Director cgagne@techtarget.com Matt Gervais Site Editor mgervais@techtarget.com Michelle Boisvert Senior Managing Editor mboisvert@techtarget.com Linda Koury Director of Online Design lkoury@techtarget.com Marc Laplante Publisher mlaplante@techtarget.com J. Peter Bruzzese, Triple-MCSE, MCT, MCITP: Enterprise Messaging, is an Exchange MVP, an Exchange Instructor for Train Signal and the co-founder of ClipTraining.com. He is a technical author for Que Publishing, has produced hundreds of articles and videos about Exchange Server, and speaks at a variety of conferences. He is a frequent contributor for TechTarget s SearchExchange.com and InfoWorld. Follow him on Twitter. TechTarget 275 Grove Street Newton, MA TECHTARGET. ALL RIGHTS RESERVED. DEFINITIVE GUIDE TO EXCHANGE SERVER 2010 MIGRATION SEARCHEXCHANGE.COM 9

10 RESOURCES FROM OUR SPONSOR See ad page 2 A Three Step Plan for Migrating To Microsoft Exchange 2010 Basic Energy Services Deploys Mimecast SaaS-Based UEM: Achieves Continuity and Greater Security and Compliance and Saves on Cost IDC Vendor Spotlight: Using Cloud-Based Management to Integrate Archiving, Security, and Business About Mimecast: Mimecast ( delivers cloud-based management for Microsoft Exchange, including archiving, continuity and security. By unifying disparate and fragmented environments into one holistic solution that is always available from the cloud, Mimecast minimizes risk and reduces cost and complexity, while providing total end-to-end control of . Founded in 2003, Mimecast serves approximately 4,000 customers worldwide and has offices in Europe, North America, Africa and the Channel Islands.

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