You might want to send a PM to cmike and see if he has or knows of any prints for these Toolmaster gearboxes.
I'm guessing from the first photo that you have a later Toolmaster with the multi-piece slip gear at the top of the table feed gearbox? The earlier machines used a solid gear cut from steel, but yours appears to be a brass or bronze center?
I just finished rebuilding the table feed gearbox and pancake motor on my early Toolmaster 1-B, . These aren't complicated boxes, but they are subject to neglect and abuse. Fortunately, the gears in mine were in good shape, but the Woodruff key that secures the drive reduction gear to its shaft is a bad design. I had to turn the shaft undersized, repair the damaged Woodruff key slot in the shaft, bore out the gear hub, and make a sleeve to press fit between the shaft and gear hub. Instead of a Woodruff key, I used a roll pin to secure the gear hub - sleeve - shaft. It seems to be working well so far.
Here's the gearbox during reassembly. All new bronze SAE 660 bearings. The repaired "B" shaft has not yet been installed. Someone had been into this box previously, and done some partial repairs, but they hadn't been careful to adjust the bearing positions to allow for full enagagement of the gears, and given the narrow tooth with, full engagement is critical.
And here's the repaired reduction gear with sleeve on the shaft, getting ready to drill for the roll pin. This new arrangement required a slightly different assembly procedure into the gearbox.
I also had to have the Fairbanks-Morse pancake motor rewound, as a previous owner had rewound it for 440v 3-phase only, i.e. it only had three leads brought out, instead of the original nine, and we're running 240v 3-phase.