I don't have any experience with a deslugger, but perhaps sharing my experience with my '05 AC system replacement would be helpful.
When I pulled my engine I replaced the AC (original, 140k miles on it), as it was VERY noisy (making a loud clunky/rattling sound ONLY when the compressor was engaged). I replaced all my lines, my condenser, and of course the compressor. The evaporator was the only thing that was stock. I cleaned out the evaporator with an AC cleaning product that you blow through the lines with an air compressor and a special attachment (all found on Amazon). It's essentially rubbing alcohol. If you do this, don't get the thick cleaning stuff, get the thinner stuff. Thankfully I didn't see much gunk from the evaporator, instead mostly just old PAG oil with neon coloring (though there was a tiny bit of debris).
Anyway, refilled lines, condenser, and compressor with the appropriate amount of PAG oil and then charged the system myself. It's working great, but it's been less than a year. I bought the four seasons brand stuff from RockAuto for both the compressor and lines, and I used a Denso condenser.
Anyway, after going through all of that I think it would be worth, in your case, to replace the condenser and the AC compressor. The older AC failures were primarily due to the compressor itself. So replacing that would be a good idea for the peace of mind. If you're replacing the compressor, you may as well also get a new condenser, as it comes with a new dryer and some other plumbing that is somewhat delicate. Flush the system with the same product I used, add the required amount of PAG oil to the system (the new compressor should already have some in there, but you need to replace the oil that was in the lines, condenser, and evaporator).
Doing this should give you plenty of life in your AC system. And, you shouldn't need any additions like a deslugger incorporated into the system.
The worry for keeping your old compressor is that if it nukes itself, you might end up with a damaged evaporator. Replacing an evaporator is a HUGE PITA. I'd try to avoid that, if possible. By replacing the compressor with something new will have eliminated the design flaw of the original compressor, thus no need for a deslugger.