114214-49-2

73286-70-1

114214-49-2

General procedure for the synthesis of 3-N-Boc-6-oxa-3-azabicyclo[3.1.0]hexane from N-Boc-3-pyrroline: compound 1 (N-Boc-3-pyrroline, 4.0 g, 0.024 mol) was dissolved in dichloromethane (40 mL) at room temperature followed by the addition of isochloroperoxybenzoic acid (m-CPBA, 0.3 mol) . The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the reaction was quenched with sodium sulfite (Na2SO3), followed by washing the organic layer with sodium bicarbonate (NaHCO3) solution. Finally, the organic phase was concentrated to give compound 2 (3-N-tert-butoxycarbonyl-6-oxa-3-azabicyclo[3.1.0]hexane, 4.4 g, 100% yield). The 1H NMR (400 MHz, CDCl3) data of compound 2 were as follows: δ 3.73 (multiple peaks, 2H), 3.60 (multiple peaks, 2H), 3.23 (multiple peaks, 2H), 1.37 (single peak, 9H).