Water → HCID 67313842, compound

Participants

Reaction Steps

267 mg of the compound [22-1] was dissolved in a mixed solvent of 10 mL of tetrahydrofuran and 1 mL of methanol, then 22 mg of sodium boronhydride was added thereto, and the mixture was stirred overnight at room temperature. Water was added to the reaction solution, which was extracted with ethyl acetate. The obtained organic layer was washed with water and saturated brine in that order, and dried over anhydrous magnesium sulfate. The insolubles were filtered, the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-30/70), to obtain 256 mg of benzyl-4-[(4-{(1S)-1-[(tert-butoxycarbonyl)amino]ethyl}phenyl)(hydroxy)methyl]piperidine-1-carboxylate [25-1] (hereinafter, referred to as the compound [25-1]).

Provenance & Evidence