Your 90 has basically a TH400. GM upgraded in 91 to the 4L80E (overdrive) which is electronic computer controlled. Perhaps someone offers a kit for the conversion. You might try Bowtie Overdrives. The 1500 series trucks used a 700R4 overdrive whch may also work with some possible differences in the tailshaft length, yoke, and u-joint.
Fred


1956 3100 Pickup/Red/350/3sp OD/PS/Disc Brakes
1957 Bel Air Sport Coupe/Red/355/TH350/PS/Disc Brakes
2017 Silverado LT Single Cab SB/Black/5.3/6 Speed Trans
1947 Willys CJ2A w/F-Head engine