Crey-Desbiolles Caroline, Kotera Mitsuharu
LEDSS-UMR5616 associé au CNRS, BP53, Université Joseph Fourier, 38041 Grenoble, France.
Bioorg Med Chem. 2006 Mar 15;14(6):1935-41. doi: 10.1016/j.bmc.2005.10.040. Epub 2005 Nov 14.
Photoactivable deoxyadenosine mimic, 3-deaza-3-nitro-2'-deoxyadenosine (2), was prepared using two different synthetic routes. The first route involved base catalyzed glycosylation of 3-deaza-3-nitroadenine, which was prepared by regioselective nitration of 3-deazaadenine. In the second route, the convertible nucleoside 6-O-(2,4,6-trimethylphenyl)-3-deaza-2'-deoxyadenosine (28) was used to introduce 6-NH2 group in the last step.
光可活化脱氧腺苷类似物3-脱氮-3-硝基-2'-脱氧腺苷(2)通过两种不同的合成路线制备。第一条路线涉及3-脱氮-3-硝基腺嘌呤的碱催化糖基化反应,3-脱氮-3-硝基腺嘌呤是通过3-脱氮腺嘌呤的区域选择性硝化制备的。第二条路线中,在最后一步使用可转化核苷6-O-(2,4,6-三甲基苯基)-3-脱氮-2'-脱氧腺苷(28)引入6-NH2基团。