反应详情

温度

50 °C

To a stirred solution of 2′-deoxyadenosine monohydrate 54 (1.00 g; 3.71 mmol) in methanol (43 mL), N,N-dimethylformamide dimethyl acetal (2.48 mL; 18.6 mmol) was added. The reaction was stirred at 50° C. for 16 h. After evaporation, CH2Cl2-hexane (1:1) was added. The white solid formed was then filtered, collected and washed by hexane to afford 55 as white solid (1.13 g; 99% yield): 1H NMR (400 MHz, CD3OD) δ 8.92 (s, 1H, CHN(CH3)2), 8.44 (s, 1H, 2-H), 8.43 (s, 1H, 8-H), 6.48 (dd, J=6.2, 7.8 Hz, 1H, 1′-H), 4.59 (m, 1H, 3′-H), 4.07 (m, 1H, 4′-H), 3.86 (dd, J=3.1, 12.2 Hz, 1H, one of 5′-H), 3.76 (dd, J=3.5, 12.2 Hz, 1H, one of 5′-H), 3.25 (s, 3H, one of NCH3), 3.24 (s, 3H, one of NCH3), 2.80-2.88 (ddd, J=5.9, 7.8, 13.5 Hz, 1H, one of 2′-H), 2.40-2.47 (ddd, J=2.8, 6.1, 13.4 Hz, 1H, one of 2′-H); 13C NMR (100 MHz, CD3OD) δ 161.0, 159.9, 152.8, 151.1, 142.8, 127.0, 89.7, 86.9, 72.9, 63.5, 41.5 (N(CH3)2), 35.3; HRMS (FAB+) calcd for C13H19O3N6 (M+H+): 307.1519, found: 307.1511.

1. customAfter evaporation, CH2Cl2-hexane (1:1)
2. additionwas added
3. customThe white solid formed
4. filtrationwas then filtered
5. customcollected
6. washwashed by hexane