IPhone will not sync any music not purchased in iTunes.

I have had an iPhone/iPod touch for 6 years, and have never had a problem like this. It's really irritating.
A couple of weeks ago, for some reason, iTunes stopped syncing music to my phone. It wouldn't add anything else. After a couple of tries, it deleted ALL of my music from my phone that had not been purchased in iTunes. It shows up on my phone, but won't let me play it. I've had an iPhone 4S for nearly two years, and I am really frustrated with this. Has anyone had a similar problem, or might know what's going on? I was thinking I should try to erase everything from my phone and start again, but I don't know if that will solve my issue. 
I am running the latest software on everything.

Also 599 songs couldnt be sync'd to ipad and had 690 overall :/ no songs have exclamation marks on them or problems they all work.

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