反应详情

A solution of (3S,4R)-benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxypiperidine-1-carboxylate (1.94 g, 5.54 mmol) in ethanol (48 mL) was added to a hydrogenation flask containing 10% Pd/C (0.059 g, 0.554 mmol) that had been evacuated and back-filled with N2 (×3). The flask was again evacuated and then back-filled with H2 (×3). Enough H2 to allow complete reaction was then introduced to a burette and the system closed and the flask allowed to stir under a H2 atmosphere overnight. The reaction mixture was filtered through Celite and washed with EtOH (2×20 mL) and ethyl acetate (2×20 mL). The combined filtrate was concentrated in vacuo to afford the product as a cream oily solid—tert-butyl((3S,4R)-4-hydroxypiperidin-3-yl)carbamate (1.13 g, 5.22 mmol, 94% yield).

1. customhad been evacuated
2. additionback-filled with N2 (×3)
3. customThe flask was again evacuated
4. additionback-filled with H2 (×3)
5. customreaction
6. additionwas then introduced to a burette
7. customthe system closed
8. filtrationThe reaction mixture was filtered through Celite
9. washwashed with EtOH (2×20 mL) and ethyl acetate (2×20 mL)
10. concentrationThe combined filtrate was concentrated in vacuo