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5-Hexenoic Acid → N-((2S,3R)-4-((1S,3R)-3-(allyloxy)-6-methoxy-2,3-dihydro-1H-inden-1-ylamino)-1-(3,5-dichlorophenyl)-3-hydroxy-butan-2-yl)hex-5-enamide

HRID 501761
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HRID 501761 반응식
[C:1]([OH:8])(=O)[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6].[CH2:9]([O:12][C@H:13]1[C:21]2[C:16](=[CH:17][C:18]([O:22][CH3:23])=[CH:19][CH:20]=2)[C@@H:15]([NH:24][CH2:25][C@@H:26]([OH:38])[C@@H:27]([NH2:37])[CH2:28][C:29]2[CH:34]=[C:33]([Cl:35])[CH:32]=[C:31]([Cl:36])[CH:30]=2)[CH2:14]1)[CH:10]=[CH2:11]>>[CH2:9]([O:12][C@H:13]1[C:21]2[C:16](=[CH:17][C:18]([O:22][CH3:23])=[CH:19][CH:20]=2)[C@@H:15]([NH:24][CH2:25][C@@H:26]([OH:38])[C@@H:27]([NH:37][C:1](=[O:8])[CH2:2][CH2:3][CH2:4][CH:5]=[CH2:6])[CH2:28][C:29]2[CH:30]=[C:31]([Cl:36])[CH:32]=[C:33]([Cl:35])[CH:34]=2)[CH2:14]1)[CH:10]=[CH2:11]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 153085-Hexenoic AcidHCID 59423767(2R,3S)-1-((1S,3R)-3-(allyloxy)-6-methoxy-2,3-dihydro-1H-inden-1-ylamino)-3-amino-4-(3,5-dichloro-phenyl)butan-2-ol

생성물 1

HCID 68465041N-((2S,3R)-4-((1S,3R)-3-(allyloxy)-6-methoxy-2,3-dihydro-1H-inden-1-ylamino)-1-(3,5-dichlorophenyl)-3-hydroxy-butan-2-yl)hex-5-enamide수율 91.3%

실험 절차

Step DQ (1): 5-Hexenoic acid (Alfa Aesar, 0.096 mmole) and (2R,3S)-1-((1S,3R)-3-(allyloxy)-6-methoxy-2,3-dihydro-1H-inden-1-ylamino)-3-amino-4-(3,5-dichloro-phenyl)butan-2-ol (0.04 mmol, from Preparation BG) were coupled by a procedure analogous to Step DL (1) to afford 20 mg of N-((2S,3R)-4-((1S,3R)-3-(allyloxy)-6-methoxy-2,3-dihydro-1H-inden-1-ylamino)-1-(3,5-dichlorophenyl)-3-hydroxy-butan-2-yl)hex-5-enamide as a clear oil. LC-MS Rt 2.1 min (method A), (M+H)+=547.1.

출처 및 근거

ORD 기록
ord-9e894e0763a744c49e557b90f2060541
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07772221B2

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