185256-47-7

3471-10-1

75-65-0

185256-47-7

To a 250 mL round bottom flask was added (1R,2R)-2-phenylcyclopropanecarboxylic acid (5 g, 30.83 mmol, 1.00 eq.), tert-butanol (100 mL), diphenylphosphinic acid hydrazide (DPPA, 8.5 g, 30.89 mmol, 1.00 eq.) and triethylamine (TEA, 3.1 g, 30.64 mmol, 1.00 eq.). The reaction mixture was stirred in an oil bath at 90 °C for 5 hours. After completion of the reaction, the reaction solution was concentrated in vacuum by rotary evaporator. The concentrated residue was purified by silica gel column chromatography with the eluent ethyl acetate/petroleum ether (1:10, v/v). The eluates containing the target product were collected, combined and concentrated in vacuum to afford tert-butyl (1R,2S)-2-phenylcyclopropylcarbamate (5.2 g, 72%) as a yellow solid.