Dicyclohexylcarbodiimide → 3-benzyloxycarbonylamino-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one
Reaction equation
[CH2:1]([O:8][C:9]([NH:11][C@H:12]([C:28]([OH:30])=O)[CH:13]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[S:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[NH2:21])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1(N=C=NC2CCCCC2)CCCCC1>CN(C)C=O>[CH2:1]([O:8][C:9]([NH:11][CH:12]1[C:28](=[O:30])[NH:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[S:14][CH:13]1[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Participants
4
Procedure
1.0 g of N-benzyloxycarbonyl-S-(2-aminophenyl)-β -phenylcysteine was mixed with 0.5 g of dicyclohexylcarbodiimide and 15 ml of N,N-dimethylformamide and the resulting mixture was stirred for 5 hours. After the mixture was concentrated under reduced pressure, 20 ml of ethyl acetate was added to the residue and the insoluble matter was removed. Thereafter, the solution was concentrated to obtain the desired compound, or 3-benzyloxycarbonylamino-2-phenyl-2,3-dihydro-1,5-benzothiazepin-4(5H)-one. The physical properties of this product agreed with those of the compound obtained in Example 2.