Some users have reported an issue in which iPhones fail to sync with iTunes. In these cases, your sync attempt results in the error message. “The iPhone (name) cannot be synced. A duplicate file name was specified.” This problem may be accompanied by duplication of music and other media files.
There are two potential fixes for this issue:
As noted in our report on iTunes 9.2 syncing problems, appears that the presence of Ambrosia Software’ iToner software may cause problems with syncing. Navigate to ~/Library/iTunes/iTunes Plug-ins and/Library/iTunes/iTunes Plug-ins (the Library folders inside your user folder and at the root level of your startup drive) and look for a file called iTonerSupport.bundle. Remove it, then restart, and check to see if iPad syncing occurs more quickly.
UPDATE: Several users have now reported that upgrading to iToner 2.0.6 resolves this issue.
Turn off note syncing. In iTunes, navigate to the info tab and deselect the option to sync notes, then sync your iOS device. You may need to do this each time you sync.
Obsessed with tech since the early arrival of A/UX on Apple, Sudz (SK) is responsible for the original editorial direction of AppleToolBox. He is based out of Los Angeles, CA.
Sudz specializes in covering all things macOS, having reviewed dozens of OS X and macOS developments over the years.
In a former life, Sudz worked helping Fortune 100 companies with their technology and business transformation aspirations.