Diethyl Ether → 4-Aminomethylbenzyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)amino]benzoate hydrochloride

Reaction equation

[C:1]([S:4][CH2:5][CH:6]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:32]=[CH:33][CH:34]=1)[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][NH:24]C(OC(C)(C)C)=O)=[CH:19][CH:18]=1)=[O:14])=[O:8])(=[O:3])[CH3:2].C(OCC)C.[ClH:47].C(O)(=O)C>>[ClH:47].[C:1]([S:4][CH2:5][CH:6]([CH2:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:7]([NH:9][C:10]1[CH:11]=[C:12]([CH:32]=[CH:33][CH:34]=1)[C:13]([O:15][CH2:16][C:17]1[CH:22]=[CH:21][C:20]([CH2:23][NH2:24])=[CH:19][CH:18]=1)=[O:14])=[O:8])(=[O:3])[CH3:2]

Participants

Reactant 3

HCID 3283Diethyl Ether

HCID 156702434-(t-Butyloxycarbonylaminomethyl)benzyl 3-[(2-acetylthiomethyl 3-phenylpropionyl)amino]benzoate

HCID 22641269Acetate-hydrochloric acid

Product 1

HCID 197639264-Aminomethylbenzyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)amino]benzoate hydrochloride

Procedure

4-(t-Butyloxycarbonylaminomethyl)benzyl 3-[(2-acetylthiomethyl-3-phenylpropionyl)amino]benzoate (compound of Example 121) (0.73 g) is dissolved in 1M hydrochloric acid-acetic acid solution (20 ml), and the mixture is reacted at room temperature for 45 minutes. The reaction mixture is added slowly to diethyl ether (100 ml) with stirring under ice cooling. The precipitates are separated by filtration and washed with diethyl ether to give the title compound (0.61 g).