Hydrochloric Acid → N-(benzylsulfonyl)-D-isoleucyl-L-methionine

反応式

C[O:2][C:3](=[O:28])[C@H:4]([CH2:24][CH2:25][S:26][CH3:27])[NH:5][C:6](=[O:23])[C@@H:7]([C@@H:19]([CH2:21][CH3:22])[CH3:20])[NH:8][S:9]([CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)(=[O:11])=[O:10].Cl>C(O)C.[OH-].[Na+]>[CH2:12]([S:9]([NH:8][C@@H:7]([C:6]([NH:5][C@H:4]([C:3]([OH:28])=[O:2])[CH2:24][CH2:25][S:26][CH3:27])=[O:23])[C@@H:19]([CH2:21][CH3:22])[CH3:20])(=[O:11])=[O:10])[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

参加物

実験手順

To a solution of N-(benzylsulfonyl)-D-isoleucyl-L-methionine methyl ester (6.4 g, 14.9 mmol) in ethanol (30 ml), 2N aqueous sodium hydroxide (30 ml) was added and stirred at room temperature. After 1 hour, the reaction mixture was adjusted to pH 2 with 2N aqueous hydrogen chloride and then extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine and then dried over anhydrous magnesium sulfate. Magnesium sulfate was filtered off and the filtrate was concentrated under reduced pressure to give N-(benzylsulfonyl)-D-isoleucyl-L-methionine (6.2 g, 14.9 mmol; yield 100%).