Mo'betta. Only other thing I would suggest is drilling the hole in the top aluminum plate of the bottom insulator to a bit over your hose OD and instead of gluing it, make the hose long enough to slide down the anchor stud through the top plate. Doing that will ensure the hole in the top Al plate doesn't contact the stud and defeat all your other work.
Working with close tolerances, masonty bits, and heavy machinery is a bit fiddly as you well know, so give yourself plenty of tolerance.
Assuming you have a way to lift the compressor and set it straight down on the studs, my approach would be drill the top plates for the hose and maybe a little more into the pad, slip the pads over the installed studs, cut enough hose to go from the bottom of your larger hole to the bottom of the hose piece as shown in your 2nd design, slip the pieces over the studs and make sure they go down through your pad's top plate and bottom out on the rubber, then set the compressor in place, slip the top pieces of hose over the studs making sure they fill the space between the bottom hose and top metal washer, install the rubber washer, steel washer, and self-locking nut. No glue necessary and making the hose in two parts and installing them in stages will ensure the plate is isolated and nothing slips down the shaft after the glue gives up the ghost. I hope that made sense, I can make a sketch and photograph it if you like.