Trifluoroacetic acid → (R)-2-amino-1-(3-cyclohexyl-3-pentylazetidin-1-yl)-3-(4-methoxyphenyl)propan-1-one
반응식
FC(F)(F)C(O)=O.C(OC(=O)[NH:14][C@H:15]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([O:40][CH3:41])=[CH:36][CH:35]=1)[C:16]([N:18]1[CH2:21][C:20]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19]1)=[O:17])(C)(C)C>ClCCl>[NH2:14][C@H:15]([CH2:33][C:34]1[CH:35]=[CH:36][C:37]([O:40][CH3:41])=[CH:38][CH:39]=1)[C:16]([N:18]1[CH2:21][C:20]([CH:27]2[CH2:32][CH2:31][CH2:30][CH2:29][CH2:28]2)([CH2:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19]1)=[O:17]참가 물질
4
실험 절차
2.5 ml of trifluoroacetic acid are added, at 0° C., to 0.48 g (0.99 mmol) of tert-butyl[(R)-2-(3-cyclohexyl-3-pentylazetidin-1-yl)-1-(4-methoxybenzyl)-2-oxoethyl]carbamate dissolved in 10 ml of dichloromethane. After 2 hours, the solvents are evaporated off. The residue is taken up in dichloromethane and washed with 1N sodium hydroxide. The organic phases are combined, dried over MgSO4, filtered and concentrated. 327 mg of (R)-2-amino-1-(3-cyclohexyl-3-pentylazetidin-1-yl)-3-(4-methoxyphenyl)propan-1-one are obtained with a yield of 86%.