Q: error -50 in synching with itunes

I don't know how to fix it but I know how to get around it. Copy the error song's files to a USB. Once the error songs are on the USB, drag those songs straight to your iPod from the USB. From the USB files to your iPod that should be connected to iTunes. It worked for me. Hope this helps!

Try:

iTunes: "-50" alert when syncing your iOS device to iTunes 10.3

iTunes displays -50 error message when syncing iPod on Windows XP