Methyl cyclopentanecarboxylate → N-({[1-(But-3-en-1-yl)cyclopentyl]methoxy}carbonyl)-3-methyl-L-valine

HRID 1511574노트

반응식

HRID 1511574 반응식
[CH3:1][C:2]([CH3:20])([CH2:16][CH2:17][CH:18]=[CH2:19])[CH2:3][O:4][C:5]([NH:7][C@H:8]([C:13]([OH:15])=[O:14])[C:9]([CH3:12])([CH3:11])[CH3:10])=[O:6].[CH:21]1(C(OC)=O)CCC[CH2:22]1>>[CH2:16]([C:2]1([CH2:3][O:4][C:5]([NH:7][C@H:8]([C:13]([OH:15])=[O:14])[C:9]([CH3:10])([CH3:11])[CH3:12])=[O:6])[CH2:20][CH2:22][CH2:21][CH2:1]1)[CH2:17][CH:18]=[CH2:19]

참가 물질

3

반응물 2

HCID 78365Methyl cyclopentanecarboxylateHCID 45379499(S)-2-((((2,2-Dimethylhex-5-en-1-yl)oxy)carbonyl)amino)-3,3-dimethylbutanoic acid

생성물 1

HCID 45379502N-({[1-(But-3-en-1-yl)cyclopentyl]methoxy}carbonyl)-3-methyl-L-valine

실험 절차

N-{[(1-But-3-en-1-ylcyclopentyl)methoxy]carbonyl}-3-methyl-L-valine was prepared according to the procedure for N-{[(2,2-dimethylhex-5-enyl)oxy]carbonyl}-3-methyl-L-valine by using methyl cyclopentanecarboxylate instead of ethyl isobutyrate in Step 1. LRMS (ESI) m/z 312.3 [(M+H)+; calcd for C17H30NO4: 312.2].

출처 및 근거

ORD 기록
ord-b2a24cfce2dd47f29c93289d44d036f4
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08216999B2

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