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Hi,
I would strongly recommend you to:
1. Build a new virtual machine (with Windows Server 2008 R2) on your existing ESXi hosts hardware.
2. On existing vCenter 5.0 running on Windows 2003 R2 install and run Data Migration Tool below and follow steps in KB article:
VMware KB: Migrating to vCenter Server 5.0 using the Data Migration Tool
This tool will do following:
- back up VirtualCenter or vCenter Server configuration data such as port settings, SSL certificates, and licensing information
- If your database is a SQL Server Express database that is local to the VirtualCenter or vCenter Server machine, the Data Migration Tool backs up the database and restores it to the destination machine.
- If VMware vCenter Update Manager is installed on the same machine as VirtualCenter or vCenter Server, the Data Migration Tool backs up the vCenter Update Manager configuration and restores it to the destination machine.
3. After you will have all data migrated and vCenter server 5.0 running on W2K8 R2 VM follow sources below to upgrade to vCenter 5.5 release:
VMware KB: Methods of upgrading to vCenter Server 5.5
VMware KB: Upgrading to vCenter Server 5.5 best practices
Hope this will help you
Regards,
P.