4-Fluorophenyl isocyanate → Cis-(+)-2,3-dihydro-5-[2-(dimethylamino)ethyl]-3-[(4-fluoro)-phenylcarbamoyloxy]-2-(4-methoxyphenyl)-1,5-benzothiazepine-4(5H)-one
Reaction equation
[CH3:1][N:2]([CH3:26])[CH2:3][CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9][C@@H:8]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[C@@H:7]([OH:24])[C:6]1=[O:25].[F:27][C:28]1[CH:33]=[CH:32][C:31]([N:34]=[C:35]=[O:36])=[CH:30][CH:29]=1>C1C=CC=CC=1>[CH3:26][N:2]([CH3:1])[CH2:3][CH2:4][N:5]1[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[S:9][C@@H:8]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[C@@H:7]([O:24][C:35](=[O:36])[NH:34][C:31]2[CH:32]=[CH:33][C:28]([F:27])=[CH:29][CH:30]=2)[C:6]1=[O:25]Participants
4
Procedure
10 Grams (0.268 mole) of the compound prepared under (A) were dissolved in 100 ml of anhydrous benzene and subsequently added with 3.02 ml (0.0269 mole) of 4-fluoro-phenylisocyanate, then the resulting solution was stirred on an oil bath at 30°-35° C. for 7 hours. After evaporating the solvent, the residue was taken up with anhydrous diethyl ether and the obtained white precipitate was recovered by filtration.