m-Chloroperbenzoic acid → tert-Butyl ((3R)-1-(3-(methylsulfinyl)-1-(5-phenylpyrimidin-2-yl)-1H-indole-6-carbonyl)pyrrolidin-3-yl)carbamate

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Reaction Steps

m-Chloroperoxybenzoic acid (77%, 0.20 g, 0.92 mmol) in THF (5 mL) was added to an ice-cooled solution of 223c) (0.54 g, 1.02 mmol) in THF (100 mL) and the resulting mixture was stirred at room temperature for 4 h. The reaction mixture was then diluted with ethyl acetate (50 mL) and successively washed with saturated sodium hydrogen carbonate solution (2×50 mL) and brine (1×50 mL). The organic phase was dried over sodium sulfate and evaporated. The residue was purified by flash column chromatography [silica gel; dichloromethane with 2% methanol]. White solid. Yield: 0.28 g (51% of theory)

Provenance & Evidence