Hello,
First and most important:
Make sure u understand the changes on the NAT and ACL syntax from 8.3 and higher versions
Make sure u have the required memory to do it (In your case 5550, no memory need it to run the higher versions
Disable no-names before the upgrade
Disable Nat-control before the upgrade
https://supportforums.cisco.com/docs/DOC-12690
Here is an important link that I recommend every time someone asks for guidance through this critical major upgrade
Remember to rate all of the helpful posts.
For this community that's as important as a thanks.
Julio Carvajal
Senior Network Security and Core Specialist
CCIE #42930, 2xCCNP, JNCIP-SEC