Sodium Thiosulfate → HCID 46202115, compound

Participants

Reaction Steps

To a solution of (2S)-5-cyclopropyl-N-((3S)-1-(cyclopropylamino)-2-hydroxy-1-oxopentan-3-yl)-2-(2,2-difluoro-2-(4-fluorophenoxy)ethylamino)-4,4-difluoropentanamide (190 mg, 0.36 mmol) in N-methylpyrrolidine (4 ml) was added Dess-Martin periodinane reagent (216 mg, 0.51 mmol, 1.4 eq). The mixture was stirred for 4 hours at room temperature, then added to saturated aqueous sodium bicarbonate (50 ml) containing sodium thiosulfate (1.5 g). The mixture was stirred for 1 hour, filtered, the solid material washed with water, then dried in a vacuum oven at 40° C. using phosphorus pentoxide as a drying agent, yielding (S)-5-cyclopropyl-N-((S)-1-(cyclopropylamino)-1,2-dioxopentan-3-yl)-2-(2,2-difluoro-2-(4-fluorophenoxy)ethylamino)-4,4-difluoropentanamide 144 mg (76%).

Provenance & Evidence