Example 47 Synthesis of N-Boc aziridine 166: To a solution of aziridine 165 (125 mg, 0.49 mmol) in dichloromethane (7 mL) was added triethylamine (70 μL), DMAP (catalytic amount), and di-tert-butyl dicarbonate (Boc anhydride, 113 mg, 0.52 mmol) in sequence. The reaction mixture was stirred at room temperature for 1 h and then concentrated under reduced pressure to remove the solvent. The residue was purified by fast column chromatography (eluent: hexane solution of 40% ethyl acetate) to afford 154 mg (88% yield) of the title compound, N-Boc aziridine 166, as a light colored oil.1H NMR (CDCl3, 300 MHz): δ 6.82 (m, 1H); 4.47 (br m, 1H); 4.23 (t, 2H, J = 4.7 Hz); 3.81 (t, 2H, J = 4.7 Hz); 3.75 (s, 3H); 3.00 (br d, 1H, J = 18.0 Hz); 2.90-2.85 (m, 2H); 2.65-2.55 (m, 1H); 2.10 (s, 3H); 1.44 (s, 9H).
