Ammonia → HCID 67086814, compound
Reaction equation
C([O:3][C:4](=O)[C@H:5]([NH:20][C:21]([O:23][C:24]([CH3:27])([CH3:26])[CH3:25])=[O:22])[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:11][CH:10]=1)C.CO.[NH3:31]>>[C:24]([O:23][C:21](=[O:22])[NH:20][C@@H:5]([C:4](=[O:3])[NH2:31])[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:11][CH:10]=1)([CH3:27])([CH3:26])[CH3:25]Participants
4
Procedure
(R)-2-tert-Butoxycarbonylamino-5-(4-tert-butoxy-phenyl)-pentanoic acid ethyl ester (179 g, 460 mmol) is dissolved in 7M NH3 in MeOH (400 ml, 2800 mmol) and stirred at room temperature for 4 days. The reaction is concentrated in vacuo keeping the temperature below 30° C. to afford [(R)-4-(4-tert-Butoxy-phenyl)-1-carbamoyl-butyl]-carbamic acid tert-butyl ester [M+H]+ 364
Workup
- concentrationThe reaction is concentrated in vacuo
- customthe temperature below 30° C.