HCID 10657786, compound → rac-tert-butyl (3R,4R)-4-amino-3-hydroxypiperidine-1-carboxylate

Participants

Reaction Steps

(3S*,4S*)-tert-butyl 4-azido-3-hydroxypiperidine-1-carboxylate from example C1 (47 g, 194 mmol) is dissolved in methanol (1200 mL) under nitrogen. Palladium hydroxide (20% on carbon; 4.7 g) is added. The atmosphere is changed to hydrogen and the stirred reaction mixture is hydrogenated at room temperature and 70 psi for 72 hours. The mixture is filtered through celite. The filtrate is evaporated. The residue is recrystallized from CH2Cl2 with a small amount of MeOH to obtain the title compound as a white solid.

Provenance & Evidence