Ethyl alpha-oxobenzenebutanoate → (+/-)-Dihydro-3-[[1-(Ethoxycarbonyl)-3-phenylpropyl]amino]-4-oxo-1,5-benzothiazepine-5(2H)acetic acid, ethyl ester
Reaktionsgleichung
[NH2:1][CH:2]1[C:8](=[O:9])[N:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]=2[S:4][CH2:3]1.[CH2:20]([O:22][C:23](=[O:34])[C:24](=O)[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[CH3:21].C([BH3-])#N.[Na+]>>[CH2:20]([O:22][C:23]([CH:24]([NH:1][CH:2]1[C:8](=[O:9])[N:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]2[CH2:16][CH:17]=[CH:18][CH:19]=[C:5]2[S:4][CH2:3]1)[CH2:25][CH2:26][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1)=[O:34])[CH3:21]Komponenten
4
Edukt 3
Produkt 1
Versuchsvorschrift
(±)-3-Amino-3,4-dihydro-4-oxo-1,5-benzothiazepine-5(2H)-acetic acid, ethyl ester is reacted with ethyl-2-oxo-4-phenylbutyrate in the presence of sodium cyanoborohydride according to the procedure of Example 1(f) to yield (±)-dihydro-3-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-4-oxo-1,5-benzothiazepine-5(2H)-acetic acid, ethyl ester.