(4aS-cis-)-6-benzyl-octahydropyrrolo(3.4-b)pyridine → (4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate

HRID 2356382

반응식

HRID 2356382 반응식
[CH2:1]([N:8]1[CH2:16][C@@H:15]2[C@@H:10]([CH2:11][CH2:12][CH2:13][NH:14]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC([O-])=O)([O:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=O)=O>CO>[CH2:1]([N:8]1[CH2:16][C@@H:15]2[C@@H:10]([CH2:11][CH2:12][CH2:13][N:14]2[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:19])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 10198297(4aS-cis-)-6-benzyl-octahydropyrrolo(3.4-b)pyridineHCID 86600350tert-Butoxycarbonyl dicarbonate

생성물 1

HCID 29973012(4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate수율 97.2%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

The preparation comprises stirring [1S,6S]-8-benzyl-2,8-diazabicyclo[4,3,0]nonane (5.0 g, 23.1 mmol) in methanol (50 mL) at room temperature, adding batchwise tertbutyloxycarbonyl dicarbonate (5.1 g, 23.4 mmol), stirring for 0.5 h, vacuum distilling to remove solvent, and column chromatographing with petroleum ether and ethyl, acetate at the ratio of 10:1 to give [1S,6S]-8-benzyl-2-tertbutyloxycarbonyl-2,8-diazabicyclo[4,3,0]nonane (7.1 g, 97.2%), [α]20D=−72.4° (CHCl3, C=5).

후처리

  1. distillationvacuum distilling
  2. customto remove solvent, and column chromatographing with petroleum ether and ethyl, acetate at the ratio of 10:1

출처 및 근거

ORD 기록
ord-c5f83b656f624b4bb5c4bcbce28be9d5
출처 데이터셋
uspto-grants-2010_07
특허 번호
US07759362B2

연결된 노트

불러오는 중…