methyl (2S)-2-[[(1R)-1-(1-benzofuran-5-yl)-2-oxo-2-(2-phenylmethoxyanilino)ethyl]amino]-4-methylpentanoate → methyl N-{(1R)-1-(benzofuran-5-yl)-2-[(2-hydroxyphenyl)amino]-2-oxoethyl}-L-leucinate

HRID 45622

반응식

HRID 45622 반응식
C([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[NH:15][C:16](=[O:37])[C@H:17]([NH:27][C@H:28]([C:33]([O:35][CH3:36])=[O:34])[CH2:29][CH:30]([CH3:32])[CH3:31])[C:18]1[CH:19]=[CH:20][C:21]2[O:25][CH:24]=[CH:23][C:22]=2[CH:26]=1)C1C=CC=CC=1>[Pd].C(OCC)(=O)C>[O:25]1[C:21]2[CH:20]=[CH:19][C:18]([C@@H:17]([NH:27][C@H:28]([C:33]([O:35][CH3:36])=[O:34])[CH2:29][CH:30]([CH3:31])[CH3:32])[C:16]([NH:15][C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[OH:8])=[O:37])=[CH:26][C:22]=2[CH:23]=[CH:24]1

참가 물질

4

반응물 1

HCID 45076860methyl (2S)-2-[[(1R)-1-(1-benzofuran-5-yl)-2-oxo-2-(2-phenylmethoxyanilino)ethyl]amino]-4-methylpentanoate

생성물 1

HCID 45076859methyl N-{(1R)-1-(benzofuran-5-yl)-2-[(2-hydroxyphenyl)amino]-2-oxoethyl}-L-leucinate수율 82%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of palladium on carbon (10%, 500 mg), methyl N-[(1R)-2-{[2-(benzyloxy)phenyl]amino}-1-(benzofuran-5-yl)-2-oxoethyl]-L-leucinate (5.1 g) and ethyl acetate (60 ml) was stirred under a hydrogen atmosphere for 5 hours. The reaction was then filtered through Celite and the filter pad was washed with further portions of ethyl acetate. The combined organic fractions were evaporated to give methyl N-{(1R)-1-(benzofuran-5-yl)-2-[(2-hydroxyphenyl)amino]-2-oxoethyl}-L-leucinate (3.429 g).

후처리

  1. filtrationThe reaction was then filtered through Celite
  2. washthe filter pad was washed with further portions of ethyl acetate
  3. customThe combined organic fractions were evaporated

출처 및 근거

ORD 기록
ord-c5c4efe93d3946e0893ac25a23b38fcc
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541579B2

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