N-Iodosuccinimide → HCID 58972246, compound

Participants

Reaction Conditions

Reaction Steps

Dissolve [(1R,2S,3S)-3-acetylamino-2-benzyloxy-4-(3,5-difluorophenyl)-1-hydroxymethyl-butyl]-carbamic acid tert-butyl ester (0.52 g, 1.09 mmol) and 3,3-dimethyl-1-vinyloxybutane (0.15 g, 1.20 mmol) in acetonitrile (6 mL) and add N-iodosuccinimide (0.27 g, 1.20 mmol) at room temperature. Heat in oil bath at 80° C. for 2 hours 45 minutes. Cool to room temperature, dilute with ethyl acetate, wash with water or 10% aqueous sodium thiosulfate, saturated aqueous sodium chloride, concentrate and purify (silica gel chromatography, eluting with 10:90 to 30:70 ethyl acetate:hexanes) to give the title compound (0.557 g, 70% yield).

Provenance & Evidence