Trifluoroacetic acid → 3-(4-Chloro-3-{[4,4,4-trifluoro-3-methyl-2-(4-methylpiperidin-1-yl)butanoyl]amino}phenyl)propanoic acid
反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([O:12]C(C)(C)C)=[O:11])=[CH:4][C:3]=1[NH:17][C:18](=[O:33])[CH:19]([N:26]1[CH2:31][CH2:30][CH:29]([CH3:32])[CH2:28][CH2:27]1)[CH:20]([CH3:25])[C:21]([F:24])([F:23])[F:22].FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:4][C:3]=1[NH:17][C:18](=[O:33])[CH:19]([N:26]1[CH2:27][CH2:28][CH:29]([CH3:32])[CH2:30][CH2:31]1)[CH:20]([CH3:25])[C:21]([F:24])([F:23])[F:22]参加物
4
反応物 2
生成物 1
試薬・触媒・溶媒 1
実験手順
45.0 mg (0.092 mmol) of tert-butyl 3-(4-chloro-3-{[4,4,4-trifluoro-3-methyl-2-(4-methylpiperidin-1-yl)butanoyl]amino}phenyl)propanoate (racemic diastereomer mixture) were dissolved in 0.1 ml of dichloromethane, and 0.35 ml of trifluoroacetic acid was added at RT. The reaction mixture was stirred at RT overnight and then concentrated under reduced pressure. The crude product was purified by preparative RP-HPLC (mobile phase acetonitrile/water). This gave 39.0 mg of the target product as a diastereomer mixture (97.9% of theory).