Trifluoroacetic acid → (E)-(R)-1-[6-[(R)-2-Carboxy-pyrrolidin-1-yl)-6-oxo-hex-3-enoyl]-pyrrolidine-2-carboxylic acid
反応式
C([O:5][C:6]([C@H:8]1[CH2:12][CH2:11][CH2:10][N:9]1[C:13](=[O:32])[CH2:14]/[CH:15]=[CH:16]/[CH2:17][C:18]([N:20]1[CH2:24][CH2:23][CH2:22][C@@H:21]1[C:25]([O:27]C(C)(C)C)=[O:26])=[O:19])=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[C:25]([C@H:21]1[CH2:22][CH2:23][CH2:24][N:20]1[C:18](=[O:19])[CH2:17]/[CH:16]=[CH:15]/[CH2:14][C:13]([N:9]1[CH2:10][CH2:11][CH2:12][C@@H:8]1[C:6]([OH:7])=[O:5])=[O:32])([OH:27])=[O:26]参加物
4
反応物 2
生成物 1
試薬・触媒・溶媒 1
実験手順
To a stirred solution of 600 mg (1.33 mmol) (E)-(R)-1-[6-[(R)-2-tert-butoxycarbonyl-pyrrolidin-1-yl)-6-oxo-hex-3enoyl]-pyrrolidine-2-carboxylic acid tert-butyl ester in 15 ml dichloromethane at 0° C. was added dropwise 4.4 ml (57.8 mmol) trifluoroacetic acid and stirring continued for 16 h at room temperature. Concentration in vacuo and azeotroping three times with chloroform on a rotary evaporator afforded 402 mg (90%) of the title compound as a white foam. MS m/e (%): 339 (M+H+, 100).