1,4-Dioxane hydrochloride → Ethyl 4-((S)-amino(4-fluorophenyl)methyl)phenyl(methyl)phosphinate hydrochloride
Reaction equation
CC(C)([S@@]([NH:6][C@@H:7]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)[C:8]1[CH:13]=[CH:12][C:11]([P:14]([CH3:19])(=[O:18])[O:15][CH2:16][CH3:17])=[CH:10][CH:9]=1)=O)C.[ClH:28].O1CCOCC1>>[ClH:28].[NH2:6][C@@H:7]([C:20]1[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=1)[C:8]1[CH:13]=[CH:12][C:11]([P:14]([CH3:19])(=[O:18])[O:15][CH2:16][CH3:17])=[CH:10][CH:9]=1Participants
3
Procedure
Ethyl 4-((S)—((S)-1,1-dimethylethylsulfinamido)(4-fluorophenyl)-methyl)phenyl(methyl)phosphinate, 19-c, (10.6 g, 27 mmol) was dissolved in HCl/dioxane (100 ml) and the mixture was stirred at room temperature for about 3 h. The mixture was then concentrated under vacuum and the residue was washed with ethyl acetate to provide the product, 19-d, (6.66 g, 80%).