반응 #71815

반응 방정식

sodium borohydride

tert-Butyl trans(±)-4-azido-3-{[(benzyloxy)carbonyl]amino}piperidine-1-carboxylate

sodium bicarbonate

→

tert-Butyl trans(±)-4-amino-3-{[(benzyloxy)carbonyl]amino}piperidine-1-carboxylate

용매

THF

methanol

반응 조건

후처리

1. 1
   온도cooling
2. 2
   여과followed by filtration through celite and extraction with ethyl acetate
3. 3
   건조The organic layer was dried over anhydrous sodium sulfate
4. 4
   농축concentrated under reduced pressure
5. 5
   기타The resulting compound was used for the next reaction without purification

실험 절차

tert-Butyl trans(±)-4-azido-3-{[(benzyloxy)carbonyl]amino}piperidine-1-carboxylate obtained in Example (79b) (265.6 mg, 0.71 mmol) was dissolved in THF (6 mL) and methanol (3 mL). Nickel chloride dihydrate (345 mg, 1.42 mmol) and sodium borohydride (117 mg, 2.85 mmol) were added under ice-cooling, and the mixture was heated to room temperature and stirred for 30 minutes. Saturated aqueous sodium bicarbonate solution was added to the reaction solution, followed by filtration through celite and extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The resulting compound was used for the next reaction without purification.

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