Okay, I made a versos stupid mistake when reading your first comment I replied to. I read it as if Apple had somehow deleted/offloaded CDs you ripped onto your desktop instead of what you clearly wrote: That you purchased music from iTunes and burned those to disc, as it was allowed back then. Operating under this false assumption your reply made no sense to me, please accept my apologies.
What I don’t quite understand is why that music would vanish and not get synced on your phone. Really.
Apple dropped DRM on Music in 2009, i think. iTunes Match started late 2011, as a service to distribute your Music Library via iCloud, by literally uploading your files 1:1 unless they have a matching title in their iTunes Store. In which case they would not upload them, but give you their version of that song when you download those. (Which lead to some unfortunate substitutions, when used had ripped explicit version from CDs but got tame/self-censoired version from the store when they downloaded on other devices.) Those were all without DRM, at least.
Next came Apple Music in 2015, which is a generic streaming service, where music you rent is protected by FairPlay DRM and can only be played on authorized devices linked to your account. Can be downloaded and played even without internet connectivity for a while, but will stop working and eventually vanish when Apple’s streaming rights expire.
Apple Music has no impact on iTunes Match. I use both, the worst I have to endure that I occasionally have to tell iTunes to upload 3rd party MP3s to iCloud. But I can still sync all titles which are not part of music manually via iTunes. I do it regularly from macOS Mojave to an ancient iPhone 3gs and and likewise ancient iPod Nano my kid is allowed to used. Also an iPad Air 2 which is registered to a different Apple ID (though uses the same for the App Store), which isn’t registered as an active, authorized device for any of Apple’s Music service.
I actually wrote all this to see where my mistake in understanding your problem is, but I simply don’t get how you ended up in your situation due to anything done by Apple.
Except perhaps unpublishing. Back way before 2009, when iTunes Music Store started, Apple didn’t allow multiple downloads of a purchased title, due to I believe licensing issues. When you bought and downloaded titles, it was your responsibility to keep backups, if only by burning them to disc. If you had troubles and wrote a sob story, support would reset your download counter.
