Benzyl chloroformate → HCID 58746644, compound

Participants

Reaction Steps

A solution of (S)-2-amino-3-[4-(2-tert-butyl-1,1,3-trioxo-1λ6-isothiazolidin-5-yl)-phenyl]-propionamide trifluoroacetate (600 mg, 1.5 mmol) and N,N-diisopropylethylamine (540 μL, 3.1 mmol) in tetrahydrofuran (7.6 mL) was cooled to 0° C. and treated with benzyl chloroformate (250 μL, 1.7 mmol). The reaction mixture was stirred for 2 h, diluted with water (20 mL), and extracted with ethyl acetate (60 mL). The organic layer was dried with Na2SO4, filtered, and concentrated to give a solid which was purified using flash column chromatography (10% methanol/dichloromethane) to yield the desired product (720 mg, 96%). LCMS found for C24H30N3O6S (M+H)+: m/z=488.

Provenance & Evidence