Triacetoxyperiodinane → HCID 86620130, compound

Participants

Reaction Steps

Dess-Martin reagent [1,1,1-Tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one] (257 mg, 0.605 mmol) was added to a solution of tert-butyl (6S,9R)-6-(2,3-difluorophenyl)-3-(2-hydroxypropyl)-6,7,8,9-tetrahydro-5H-imidazo[1,2-a]azepin-9-ylcarbamate (85 mg, 0.202 mmol) in dichloromethane (5 mL) at 0° C., and the mixture was allowed to warm to ambient temperature. After 4 h, the reaction was quenched with saturated aqueous sodium sulfite. Saturated aqueous sodium bicarbonate was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated. Purification by silica gel chromatography [100% dichloromethane→95% dichloromethane/5% (10% ammonium hydroxide/methanol)] gave the title compound (19 mg). MS 420.2 (M+1).

Provenance & Evidence