Dibenzylamine → Tert-butyl 3-[(dibenzylamino)carbonyl]cyclohexanecarbamate

関与物質

反応手順

A solution of dibenzylamine (0.448 g, 2.27 mmol) in dichloromethane (3 ml), 1-hydroxybenztriazole (0.337 g, 2.49 mmol) and 1-ethyl-3-(3′-dimethylaminopropyl)carbodiimide monohydrochloride (0.477 g, 2.49 mmol) were added to a solution of 3-[(tert-butoxycarbonyl)amino]cyclohexanecarboxylic acid (0.502 g, 2.06 mmol) in dichloromethane (7 ml) and stirred overnight. The resulting solution was diluted with ethyl acetate and washed with a 5%-aqueous potassium hydrogensulfate solution (twice), a saturated aqueous sodium hydrogencarbonate solution (twice) and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure and the residue was purified by a silica gel chromatography (eluent: chloroform/ethyl acetate=20/1) to obtain tert-butyl 3-[(dibenzylamino)carbonyl]cyclohexanecarbamate (0.796 g, 91%).

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