反应详情

温度

20 °C

Combined a solution of tert-butyl 3-oxoazetidine-1-carboxylate (175 mg, 1.022 mmol) and N-methylcyclopropanamine hydrochloride (121 mg, 1.124 mmol) in methylene chloride (5 mL) and added sodium triacetoxyborohydride (325 mg, 1.533 mmol) and the solution stirred at 20° C. for 30 min. The solution was concentrated in vacuo to give white solid which was taken up in ethyl acetate (50 mL), washed with saturated sodium bicarbonate (50 mL) and brine, dried with magnesium sulfate and concentrated in vacuo, and then purified on a 40 g silica gel column eluted with 0 to 50% ethyl acetate in hexanes to give the title compound (128 mg, 0.566 mmol, 55.3%) as a clear, colorless oil. MS: 227 (M+H). 1H NMR (400 MHz, METHANOL-d4) δ ppm 0.41-0.47 (m, 2 H) 0.48-0.56 (m, 2 H) 1.43 (s, 9 H) 1.64 (tt, J=6.7, 3.9 Hz, 1 H) 2.28 (s, 3 H) 3.50 (tt, J=7.5, 5.7 Hz, 1 H) 3.84-4.01 (m, 4 H).

1. concentrationThe solution was concentrated in vacuo
2. customto give white solid which
3. washwashed with saturated sodium bicarbonate (50 mL) and brine
4. dry with materialdried with magnesium sulfate
5. concentrationconcentrated in vacuo
6. custompurified on a 40 g silica gel column
7. washeluted with 0 to 50% ethyl acetate in hexanes