m-Chloroperbenzoic acid → HCID 58615466, compound

Participants

Reaction Steps

To a solution of 2-[(S)-2-[4-(4-methylsulfanyl-phenyl)-2,5-dioxo-imidazolidin-1-yl]-3-(2-trifluoromethyl-phenyl)-propionylamino]-thiazole-4-carboxylic acid methyl ester (95 mg, 0.16 mmol) in dichloromethane (15 mL) was added 3-chloroperbenzoic acid (75% purity) (45 mg, 0.19 mmol) at 0° C. After stirring for 10 minute the reaction mixture was partitioned between ethyl acetate and saturated aqueous sodium carbonate. The organic layer was dried over sodium sulfate, filtered, concentrated and the residue was purified by chromatography over silica gel eluted with acetone. The isolated material was precipitated from acetone with an excess of hexanes to afford 2-[(S)-2-[4-(4-methanesulfinyl-phenyl)-2,5-dioxo-imidazolidin-1-yl]-3-(2-trifluoromethyl-phenyl)-propionylamino]-thiazole-4-carboxylic acid methyl ester as an amorphous white solid (50 mg, 52%).

Provenance & Evidence