General procedure for the synthesis of N-Boc-3-cyclohexanone amine from tert-butyl 3-hydroxycyclohexylcarbamate: To a solution of tert-butyl (3-hydroxycyclohexyl)carbamate (4.40 g, 20.46 mmol) in dichloromethane (DCM, 250 mL) was added Dess-Martin periodinane (13.0 g, 30.70 mmol). The reaction mixture was cooled in an ice bath and then stirred at room temperature for 2 hours. After completion of the reaction, the reaction mixture was diluted with DCM and washed with aqueous sodium carbonate. The organic layer was separated and dried with anhydrous sodium sulfate and subsequently concentrated. The crude product was purified by silica gel column chromatography (eluent: 40% petroleum ether solution of ethyl acetate) to afford N-Boc-3-cyclohexanone amine (4.0 g, 18.78 mmol, 91% yield). Mass spectrum (ESI) m/z 214.1 [M + H]+.
