benzyl (4S,10aR)-1,5-dioxodecahydropyrido[1,2-a][1,4]diazepin-4-ylcarbamate → (4S,10aR)-4-aminohexahydropyrido[1,2-a][1,4]diazepine-1,5(2H,7H)-dione

Participants

Reaction Steps

Argon was bubbled through a solution of benzyl (4S,10aR)-1,5-dioxodecahydropyrido[1,2-a][1,4]diazepin-4-ylcarbamate (37 mg, 0.11 mmol) in EtOAc (3 mL) for 5 min at rt. Then, 5% Pd/C (30 mg, 0.014 mmol) was added to the solution. The reaction mixture was stirred at rt under hydrogen (50 psi) for 3 hr. The reaction mixture was filtered through CELITE® and the filtrate was concentrated under reduced pressure to give (4S,10aR)-4-aminohexahydropyrido[1,2-a][1,4]diazepine-1,5(2H,7H)-dione (19 mg, 0.096 mmol, 86% yield) as a white solid. Anal. Calcd. for C9H15N3O2 m/z 197.2. found: 198.2 (M+H)+.

Provenance & Evidence