Assuming you cannot or will not get CD or MP3 replacements:

I think the first thing I'd do is just record each side as a WAV, without trying to chop it up into tracks. Then go back after the fact and chop it up. Yeah, that's probably a lot of storage (22GB, assuming 45m tapes and assuming my math is right), so you might not be able to do it all at once. I'd still do as many as possible at once. It's likely going to be a lot easier to hit play, wait 22 minutes, flip the tape, hit play, wait 22 minutes than it is going to be to try to cue the tape properly for each song.