Could you elaborate please?
do you mean moving tracks downloaded from iTunes to a Sony digital media player?
If that's the case then the answer is with difficulty.
The iTunes website and Sony media players both use different propriatory file formats, so you will first need to convert the iTunes file to MP3, then export it to you walkman via sony's soundstage software. This will degrade the sound quality somewhat, and take ages.
A better option may be to burn the iTunes files to an audio CD, then rip the CD using soundstage.