tert-Butyl [(3R,6S)-6-(2,3-difluorophenyl)-2-oxoazepan-3-yl]carbamate → HCID 86620122, compound

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Reaction Steps

Platinum oxide (300 mg, 1.32 mmol) was added to a solution of tert-butyl (3R,6S)-6-(2,3-difluorophenyl)-2-oxoazepan-3-ylcarbamate (463 mg, 1.36 mmol) in glacial acetic acid (15 mL) and the mixture hydrogenated under 50 psi hydrogen in a Parr apparatus. After 3 d, the mixture was concentrated. Saturated aqueous sodium bicarbonate was added, and the mixture was extracted with dichloromethane (3×). The combined organic extracts were washed with brine, dried with magnesium sulfate, filtered, and concentrated. Purification by silica gel chromatography (hexanes→55% ethyl acetate/hexanes) gave the title compound (210 mg). MS 311.2 (M+1).

Provenance & Evidence