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4-Benzyl 1,4-di-tert-butyl (1S)-5-[5-(benzyloxy)pyridin-2-yl]-1-[(tert-butoxycarbonyl)amino]pentane-1,4,4-tricarboxylate → (5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[(5-hydroxypyridin-2-yl)methyl]-6-oxohexanoic acid

HRID 591304
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HRID 591304 반응식
C([O:8][C:9]1[CH:10]=[CH:11][C:12]([CH2:15][C:16]([C:45]([O:47][C:48]([CH3:51])([CH3:50])[CH3:49])=[O:46])([C:35]([O:37]CC2C=CC=CC=2)=[O:36])[CH2:17][CH2:18][C@H:19]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])=[N:13][CH:14]=1)C1C=CC=CC=1>CO.[Pd]>[C:23]([O:22][C:20](=[O:21])[C@@H:19]([NH:27][C:28]([O:30][C:31]([CH3:34])([CH3:33])[CH3:32])=[O:29])[CH2:18][CH2:17][C:16]([C:45]([O:47][C:48]([CH3:49])([CH3:50])[CH3:51])=[O:46])([CH2:15][C:12]1[CH:11]=[CH:10][C:9]([OH:8])=[CH:14][N:13]=1)[C:35]([OH:37])=[O:36])([CH3:24])([CH3:25])[CH3:26]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 1178126974-Benzyl 1,4-di-tert-butyl (1S)-5-[5-(benzyloxy)pyridin-2-yl]-1-[(tert-butoxycarbonyl)amino]pentane-1,4,4-tricarboxylate

생성물 1

HCID 70977774(5S)-6-tert-Butoxy-2-(tert-butoxycarbonyl)-5-[(tert-butoxycarbonyl)amino]-2-[(5-hydroxypyridin-2-yl)methyl]-6-oxohexanoic acid수율 101.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 887Methanol용매

실험 절차

To a solution of 310 mg of 4-benzyl 1,4-di-tert-butyl (1S)-5-[5-(benzyloxy)pyridin-2-yl]-1-[(tert-butoxycarbonyl)amino]pentane-1,4,4-tricarboxylate (0.44 mmol) in methanol (10 mL) was added a 10% palladium on carbon hydrogenation catalyst (15 mg) at room temperature. The suspension was stirred for 3 h at room temperature under an atmosphere of hydrogen. The catalyst was removed by filtration and all volatiles were removed in vacuo. The crude product (234 mg, quantitative yield) was used in the next step without further purification.

후처리

  1. customThe catalyst was removed by filtration
  2. customall volatiles were removed in vacuo

출처 및 근거

ORD 기록
ord-9460234fbd744e6baab04d5f9cade836
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238631B2

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