Trifluoroacetic acid → (s)-n-{(s)-1-Cyclohexyl-2-oxo-2-[(s)-2-(3-phenoxy-phenyl)-pyrrolidin-1-yl]-ethyl}-2-methylamino-propionamide

HRID 222507ノート

反応式

HRID 222507 の反応式
C(O[C:6](=O)[N:7]([C@H:9]([C:11](=[O:40])[NH:12][C@@H:13]([CH:34]1[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1)[C:14](=[O:33])[N:15]1[CH2:19][CH2:18][CH2:17][C@H:16]1[C:20]1[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:21]=1)[CH3:10])C)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH:34]1([C@H:13]([NH:12][C:11](=[O:40])[C@@H:9]([NH:7][CH3:6])[CH3:10])[C:14](=[O:33])[N:15]2[CH2:19][CH2:18][CH2:17][C@H:16]2[C:20]2[CH:25]=[CH:24][CH:23]=[C:22]([O:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:21]=2)[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]1

参加物

4

反応物 2

HCID 6422Trifluoroacetic acidHCID 67003947((S)-1-{(S)-1-Cyclohexyl-2-oxo-2-[(S)-2-(3-phenoxy-phenyl)-pyrrolidin-1-yl]-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

生成物 1

HCID 54669904(s)-n-{(s)-1-Cyclohexyl-2-oxo-2-[(s)-2-(3-phenoxy-phenyl)-pyrrolidin-1-yl]-ethyl}-2-methylamino-propionamide収率 101%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of ((S) 1-{(S)-1-cyclohexyl-2-oxo-2-[(S)-2-(3-phenoxy-phenyl)-pyrrolodin-1-yl]-ethylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (450 mgs, 0.79 mmol) in CH2Cl2 (20 mL) is added TFA (10 mL) and stirred for 30 minutes. The mixture is concentrated under reduced pressures and purified by reverse phase column chromatography to give the product as a TFA salt (370 mgs, 82%). LCMS m/z 464.1 (M+1).

後処理

  1. concentrationThe mixture is concentrated under reduced pressures
  2. custompurified by reverse phase column chromatography

出典と根拠

ORDレコード
ord-7597882d5338495e94060dcb1eca96e1
出典データセット
uspto-grants-2012_06
特許番号
US08207183B2

反応ノート

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