Acetic Acid → (R)-3-(6-Bromo-3-fluoro-pyridin-2-yl)-2,2-difluoro-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester

Participants

Reaction Steps

Freshly ground KF (195 mg, 3.36 mmol) was added to a solution of (R)-3-(6-bromo-3-fluoro-4-triethylsilanyl-pyridin-2-yl)-2,2-difluoro-3-((R)-2-methyl-propane-2-sulfinylamino)-butyric acid ethyl ester (940 mg, 1.68 mmol) and acetic acid (0.192 ml, 3.36 mmol) in THF (7 ml). DMF (7 ml) was added and the suspension was stirred at rt. After 2 h the reaction mixture was diluted with ethyl acetate and washed with sat. sodium bicarbonate solution and brine, dried over sodium sulfate, filtered and evaporated. The crude product (733 mg) was chromatographed over silica gel (cyclohexane/ethyl acetate 7:3) to give the title compound as a slightly yellow oil. 664 mg (88% yield).

Provenance & Evidence