m-Chloroperbenzoic acid → HCID 178504636, compound

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Reaction Steps

0.1 g (0.4 mmol) of 3-chloroperoxybenzoic acid is added at −10° C. to a solution of 0.3 g (0.4 mmol) of N-[(1S)-1-(5-chloro-1H-benzimidazol-2-yl)-3-methylsulfanylpropyl]-3-chloro-4-[(2S)-2-(N-tert-butoxycarbonylaminomethyl)pyrrolidin-1-ylcarbonyl]benzamide in 10 mL of dichloromethane and 1 mL of glacial acetic acid and stirred for 30 minutes. Then the mixture is stirred for 4 hours at ambient temperature and washed with 5% sodium carbonate solution. The combined organic phases are dried with sodium sulfate and concentrated. The residue is chromatographed on silica gel, eluting with dichloromethane/methanol (0%-10%). Yield: 0.1 g (59%); Rf value: 0.42 (silica gel; dichloromethane/methanol=9:1); C29H35Cl2N5O5S (636.60); mass spectrum: (M+H)+=636/638/640 (chlorine isotope) and (M−H)−=634/636/638 (chlorine isotope).

Provenance & Evidence