35109-88-7

物理化學(xué)性質(zhì)
安全數(shù)據(jù)
制備方法

5987-76-8

35109-88-7
一般步驟:在-78℃條件下,向含有6.0 g(11.1 mmol)(2R,3R,4R,5R)-2-(乙酰氧基甲基)-5-(6-氯-2-碘-9H-嘌呤-9-基)四氫呋喃-3,4-二基二乙酸酯的燒瓶中加入100 mL液態(tài)NH3,持續(xù)攪拌6小時(shí)。隨后,將反應(yīng)混合物緩慢升溫至室溫,并過(guò)夜蒸發(fā)NH3,得到棕色油狀物。通過(guò)熱異丙醇結(jié)晶純化產(chǎn)物,得到2-碘腺苷(產(chǎn)率80%,熔點(diǎn)143-145°C)。薄層色譜分析(20% MeOH/CHCl3)顯示Rf值為0.6。1H NMR(300 MHz, DMSO-d6)δ 8.24(s, 1H), 7.68(s, 2H), 5.75(d, J = 6.16 Hz, 1H), 5.42(d, J = 5.40 Hz, 1H), 5.16(d, J = 4.62 Hz, 1H), 4.99(t, J = 5.39 Hz, 1H), 4.67(d, J = 4.81 Hz, 1H), 4.06(d, J = 3.37 Hz, 1H), 3.89(m, 1H), 3.54(m, 2H)。
參考文獻(xiàn):
[1] Journal of Organic Chemistry, 1985, vol. 50, # 3, p. 406 - 408
[2] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 4, p. 1766 - 1769
[3] Journal of Organic Chemistry, 1988, vol. 53, # 13, p. 3051 - 3057
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 2, p. 241 - 252
[5] Patent: US4956345, 1990, A