Restored backup. some music no longer synchronizes to iPod. WHY?

I had to reformat my hard drive.
I backed up my entire iTunes music library to an exernal drive. When my basic system was back up and running, I copied the ENTIRE iTunes music folder into my My Music folder.
iTunes found the music just fine but now some recently purchased music (from iTunes Store) doesn't sync into iPod.
I installed a newer version (2005-11-17) of iPod Updater than I had before (don't recall the previous version #).
Would this be my problem?
Help would be appreciated.
P4, 2.53 Ghz Windows XP Pro iTunes 6.0.1.3

You need to play at least a part of songs purchased from the iTMS to authorize them. They won't copy to your iPod until you do this.
How to transfer Purchased Music from iTunes to your iPod
iTMS Song and Computer Authorization
If you've played & authorized them in iTunes and they still skip, try this. De-authorize the computer in iTunes/Advanced menu, then re-authorize it. You re-authorize it by playing one of the songs purchased from the iTunes Music Store within iTunes. It should ask you for your Apple ID and password, and then the computer will be authorized again. Sync your iPod with iTunes, and those songs should play on the iPod once again.

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Restored backup. some music no longer synchronizes to iPod. WHY?

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