(Intermediate/advanced question) Transcribing comping from older recordings?

Hey all, I have my bachelor's in jazz piano and have been gigging intermittently for about 5 years now.

I'm curious what your thoughts are on transcribing comping. I have plenty of voicings together, and can read through changes with 3&7 in LH & extensions in RH, Mantooth-type quartal voicings, and Barry Harris close-position/ drop-2 without TONS of effort. Keys that are called more often (Ab, Eb, Bb, F are definitely most comfortable.)

I'm trying to more clearly define my goal, as it's a bit vague right now. I think the best way to describe it is that I want to have my comping be more connected to the actual aural tradition rather than only to "left-brain" theory. I.E. I want to know what the greats are actually playing so that I can pull from that catalogue of vocabulary rather than a more sterile way of "this chord gets this voicing."

For these reasons, I've been SLOWLY beginning to transcribe, and I've been having very small successes. I think part of the nature of the beast is that this is just a really difficult thing to do, at which I'll get better and better as I continue transcribing comping.

I'm curious what y'all's approach is when the piano is relatively low in the mix and is obscured by drums and/or a horn player. For example, I was just struggling for about 40 minutes to get Red Garland's comping from the 8-bar section beginning at 2:18 of Oleo from "Relaxin' w/ the Miles Davis Quintet". I can pick out about every third or fourth voicing, but there are lots of spots where either Coltrane is playing loudly with his super-bright tone or Philly Joe is playing a washy cymbal. In spots like those, I often find myself totally unsure if something I'm hearing is actually Red's comping or if it's just a strange recording artifact. It's also really difficult to tell what's happening beneath the highest note of the voicing.

So yeah, TLDR is this: What do you guys do when transcribing comping from a 50s/60s recording, which doesn't offer ideal transcribing conditions? A follow-up question is this: Are there albums you're aware of that are better for transcribing comping for intermediate/advanced pianists?