Triacetoxyperiodinane → HCID 86732234, compound

Participants

Reaction Steps

To a solution of (R)-N-((S)-2-(2,3-difluorophenyl)-4-hydroxybutan-2-yl)-2-methylpropane-2-sulfinamide (14.56 g, 47.7 mmol) in DCM (250 ml) at room temperature was added Dess-Martin periodinane (22.24 g, 52.4 mmol) in one portion. The reaction was stirred at room temperature overnight. The reaction was quenched with water (150 ml) and saturated NaHCO3 solution (150 ml). The resulted solution was diluted with DCM and the layers were separated. The organic layer was washed with saturated NaHCO3 (3×), water and brine. The solution was then dried over Na2SO4 and filtered. The filtrate was concentrated and purified by silica gel column (20-65% EtOAc/hexane) to afford (R)-N-((S)-2-(2,3-difluorophenyl)-4-oxobutan-2-yl)-2-methylpropane-2-sulfinamide (13.5 g, 44.5 mmol, 93% yield) as light yellow oil. MS m/z=304.1 [M+H]+. Calculated for C14H19F2NO2S: 303.4

Provenance & Evidence