2'-O-(2-甲氧乙基)鸟苷是2'-O-甲氧基乙基修饰的核苷,可由2′-O-(2-methoxyethyl)-2,6-diaminopurine riboside经腺苷脱氨酶酶促转化生成;不能被胞质核苷激酶有效地磷酸化,也不能被掺入细胞的DNA或RNA中。
医药
合成路线1
- 起始原料:化合物7(50mg,0.086mmol)
- 溶剂:四氢呋喃(THF)和水混合溶剂
- 试剂:四丁基氟化铵(TBAF,1M的THF溶液,0.009mL,0.009mmol)
- 反应条件:25℃下加入TBAF,升温至35℃,搅拌5小时
- 后处理:减压蒸发溶剂,用10%甲醇的二氯甲烷溶液通过短硅胶垫过滤残余物
- 产物:2'-O-MOE G(化合物8),收率97%(28mg,0.082mmol)
- 1H NMR数据(400MHz,DMSO):δ 10.68(s,1H),7.95(s,1H),6.50(s,2H),5.78(d,J=6.0Hz,1H),5.08(d,J=5.2Hz,2H),4.33(d,J=6.0Hz,1H),4.23(d,J=3.2Hz,1H),3.88(d,J=3.2Hz,1H),3.65(m,3H),3.52-3.57(m,2H),3.35(s,3H),3.38-3.40(m,1H)
- 参考文献:[1] Nucleosides, nucleotides and nucleic acids, 2003, vol.22, #5-8, p.583-587;[2] The Journal of organic chemistry, 2002, vol.67, #22, p.7887-7889;[3] Patent: US2003/225262, 2003, A1, Page column 34-35