• IT-Professional Resources
  • ISV/Developer Resources
  • Planning a Migration
  • Next Steps
  • Microsoft Assessment and Planning Toolkit (MAP)
  • Resources
  • Microsoft® Windows® Server 2008 R2 White Paper Upgrading from Windows 2000 to Windows Server 2008 R2




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    Resources


    Microsoft offers a variety of free tools and resources to help IT professionals, ISVs and custom application developers to not only prepare and get ready for an application upgrade, but also to quickly and efficiently test any application for compatibility with Windows Server 2008 R2.

    IT-Professional Resources


    Application Compatibility Resources for IT Professionals and Developers
    Customer/IT Pro guide to Windows Server application compatibility. Free resources and tools for quick compatibility self-test of apps running on Windows Server 2008 R2.

    Getting Started with Application Compatibility in a Windows Deployment
    After reading this document, you should have a clear idea of where to start in the process of evaluating the impact of application compatibility in your deployment project (Windows 7).

    Application Compatibility Tech Center on TechNet
    Get tools and resources to reduce the time, cost, and complexity of addressing application compatibility (Windows 7).

    Application Considerations When Upgrading to Windows Server 2008
    This document contains the information that you need if you have line-of-business (LOB) or non-Microsoft applications and you are upgrading to the Windows Server 2008 operating system.

    Windows Server 2008 R2 Supported Applications
    This page shows the support policy for running Microsoft server software, desktop applications and technologies running on Windows Server 2008 R2.

    Windows Server Catalog
    Identify and verify status of tested hardware and software products for Windows Server. Find a list of supported applications on Windows Server 2008 R2 for which the applicable ISV has pledged to offer frontline technical support on the latest Windows Server platform today or at a future date.

    ISV/Developer Resources


    Windows 7 and Windows Server 2008 R2 Application Quality Cookbook
    Windows 7 and Windows Server 2008 R2 Application Quality Cookbook: A Developer's Guide to Application Compatibility, Reliability, and Performance.

    ISV Application Readiness and Certification
    Describes how to get your applications ready for Windows Server 2008 R2.

    Microsoft Application Compatibility Toolkit (ACT) Version 5.5
    The Application Compatibility Toolkit (ACT) enables software developers, independent software vendors (ISVs), and IT professionals who work in a corporate environment to determine, before rolling out within the organization, whether their applications are compatible with a new version of the Windows operating system.

    The Application Compatibility Toolkit (ACT) contains several tools that will help make this process easier to manage. The ACT provides tools to test applications both during the development phase and during deployments. It also provides tools that will enable you to gather data about the applications installed on every Windows computer in the network and to package the necessary compatibility fixes for each of those computers



    Windows Developer Center on MSDN
    Get help, guidance, and tools to help you identify and work through compatibility issues you might encounter when migrating your applications to Windows 7.

    MSDN Windows Server 2008 R2 Developer Resources

    Set of great developer resources focused on key technology investment areas of Windows Server 2008 R2.


    MSDN Windows Server 2008 Application Compatibility and Certification Support Forum
    Forum for developers to discuss Windows Server 2008 software certification and application compatibility.

    Windows Server Certification and Application Compatibility Blog

    Software certification and application compatibility testing tools guides.


    Planning a Migration


    With the end of support in sight, now is the time to begin planning a move from Windows 2000 Server to a newer version of Windows Server. This section of the paper will help provide a basic outline to help with planning a migration, and includes a variety of resources to help execute the migration.

    Next Steps


    At the end of this document are a variety of resources that can help with your migration. Next steps you should consider include:

    • Run the Microsoft Assessment and Planning Tool (MAP) in order to identify Windows 2000 Servers in your environment

    • If you have applications you’re concerned about, explore our Application Compatibility Toolkit

    • Depending on the specific workload you’re migrating, consult one of the more detailed documents listed at the end of this document

    Windows Server 2008 R2 cannot be upgraded directly over Windows 2000 Server. However, a variety of documentation and tools are available to help migrate key workloads.

    Microsoft Assessment and Planning Toolkit (MAP)


    The Microsoft® Assessment and Planning (MAP) Toolkit helps you understand your current IT infrastructure and determine the right Microsoft technologies for your IT needs. It is a powerful inventory, assessment, and reporting tool that can securely inventory small or large IT environments without requiring the installation of any agent software in your environment. The data and analysis that this tool provides can significantly simplify the planning process for a wide range of migration projects.

    The Microsoft Assessment and Planning (MAP) Toolkit is an agentless toolkit that finds computers on a network and performs a detailed inventory of the computers using Windows Management Instrumentation (WMI) and the Remote Registry Service. The data and analysis provided by this toolkit can significantly simplify the planning process for migrating to newer versions of Windows Server. Assessments for Windows Server 2008 R2, Windows Server 2008, Windows 7, and Windows Vista include device driver availability as well as recommendations for hardware upgrades.



    Once the toolkit has identified the Windows 2000 Servers in the environment, individual plans can be made for each server. With the information provided by the MAP tool, administrators can begin to plan research and test on various hardware, drivers, and software in the Windows 2000 Servers to be migrated.

    Resources


    • Microsoft Assessment and Planning (MAP) Toolkit

    Microsoft Deployment Toolkit (MDT)


    The Microsoft Deployment Toolkit 2010 provides a common console with the comprehensive tools and guidance needed to efficiently manage deployment of Windows 7 and Windows Server 2008 R2. Microsoft Deployment Toolkit 2010 is the recommended process and toolset to automate desktop and server deployment. Microsoft Deployment Toolkit 2010 provides detailed guidance and job aids for every organizational role involved with large-scale deployment projects

    Resources


    • Microsoft Deployment ToolkitA support site for Windows 2000 Server migrations

    • Microsoft Deployment ToolkitMDT 2010

    • Guides to Migrate Server Roles to Windows Server 2008 R2 on TechNet

    • Step By Step guides to support the new file services migration toolkit



    Windows 2000 Server Role

    Windows Server 2003 SP2

    Windows Server 2008

    Windows Server 2008 R2

    Comments

    Directory Services

     

     

     

     

     

    Domain Controller

    n/a

    n/a

    n/a

    The upgrade process for a Windows 2000 Domain Controller consists of installing a new Windows Server 2008 R2 server and then promoting it to a domain controller in the domain.

    AD Certificate Services

    Yes

    Yes

    Yes

    You only need to upgrade the operating system to upgrade the Certificate Authority or any other AD Certificate Services component. You can also migrate by backing up and restoring the Certificate Authority.

    DFSN

    Yes

    Yes

    Yes

     

    FRS

    Yes

    No

    No

    For a Windows 2000 Server to Windows Server 2008 scenario, the recommended approach is to remove FRS and then set up DFSR replication.

    Cluster Service

    No

    No

    No

    There is no direct path for migrating to Windows Server 2008. Changes in Server 2008 requirements for shared storage will prevent using the original storage in a 2008 Failover Cluster Server.
    It would be possible to perform a rolling upgrade through Windows Server 2003. Once the cluster is running as a Windows 2003 Server Cluster, the Failover Cluster Migration Wizard in 2008/2008R2 can be used.

    RIS

    No

    No

    No

    Windows Deployment Services is included in Windows Server 2003 SP2. If you already had RIS installed and configured, when you install Windows server 2003 SP2, Windows Deployment Services will automatically be installed, however, it must be configured.

    Print Server

    Yes

    Yes

    No

    The Print Migration Wizard in Windows Server 2008 can provide needed migration from Windows 2000 Server. Due to the new Print Isolation architecture in Windows Server 2008 R2, the print migration wizard/printbrm.exe will not migrate print drivers to Windows Server 2008 R2.

    Terminal Services

    No

    No

    No

    There is no migration per se, an upgrade or clean install of the newer operation system is required. There is no direct in-place upgrade path available for Windows 2000 Server to Windows Server 2008 or Windows Server 2008 R2.

    Terminal Server Licensing

    Yes

    Yes

    Yes

     

    Networking Server Roles

     

     

     

     




    DHCP

    Yes

    Yes

    Yes

     




    DNS

    Yes

    Yes

    Yes

     




    IAS

    Yes

    No

    No

    To migrate IAS from Windows 2000 Server to Windows Server 2008 or 2008 R2, the recommended process is to use a Windows Server 2003 system as an intermediary. Or proceed with a clean install.




    NLB Cluster

    Yes

    No

    No

    It is possible to upgrade a Network Load Balancing cluster by taking the entire cluster offline and upgrading all the hosts individually. It would also be possible to leave the cluster on line and perform a rolling upgrade




    RRAS

    No

    No

    No

    There is no direct migration from RRAS in Windows 2000 Server to Routing and Remote Access in newer operating systems. Settings should be documented and manually configured on the new server.




    IIS

    Yes

     

     

    Migration would be possible by installing the Microsoft® Windows® Server 2003 operating system and new version of IIS on a new server and then moving, or reinstalling, existing Web sites and applications to that server.


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    Microsoft® Windows® Server 2008 R2 White Paper Upgrading from Windows 2000 to Windows Server 2008 R2

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