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

反応式

HRID 501761 の反応式
[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]

参加物

3

反応物 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

生成物 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-enamide収率 91.3%

実験手順

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.

出典と根拠

ORDレコード
ord-9e894e0763a744c49e557b90f2060541
出典データセット
uspto-grants-2010_08
特許番号
US07772221B2

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