Forget about the 366. The bores are too small. The 427 truck block is the same bore as a 454. You could install a 454 crank with no problems.
The only problems that you'll have is the deck height. The truck blocks (medium and heavy duty like the one you mentioned) have a deck height .400" taller (10.2") than a car block (9.8"). This is because they use pistons with an extra compression ring. To use an automotive intake you need special spacer plates or a tall deck intake. You'll also need .400" longer con rods or special pistons. You'll need the original push rods or an aftermarket set .400" longer.
Tall deck blocks are the best way to stroke an engine easily with a few aftermarket parts as long as there's room under the hood for the extra height.
Another problem you may find is the extra height could cause clearance problems with headers.
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Stephen's racing page
and check out the
race car
87 IROC-Z SuperPro ET Bracket Race Car
461 naturally aspirated Big Block
Best ET on a time slip: 11.447 altitude corrected to 10.99
Best MPH on a time slip: 119.42 altitude corrected to 124.86
Altitude corrected rear wheel HP: 493
Best 60 foot: 1.586
Racing at 3500 feet elevation with a typical race day over 5000 feet density altitude!
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Calgary Drag Racing Association
87 IROC bracket car, 91 454SS daily driver, 95 Homebuilt Harley