Reese C B, Ubasawa A
Nucleic Acids Symp Ser. 1980(7):5-21.
The protected guanosine and uridine derivatives (10a, 10b and 11) react with MSNT (2a) to give the nitrotriazole derivatives (12a, 12b and 14, respectively); the 2'-deoxyguanosine derivative (16) is converted into 17 in the same way. All of these reactions proceed more rapidly in the presence of diphenyl phosphate (8). The starting materials (10b and 11, respectively) may easily be regenerated from 12b and 14 by treatment with N1,N1,N3,N3-tetramethylguanidinium syn-4-nitrobenzaldoximate in dioxan solution, when 14 is treated with ammonia in aqueous dioxan, cytidine is obtained. N-Acyl-2',3',5'-tri-O-acyl derivatives of adenosine and cytidine and 3',5'-di-O-acetylthymidine are unaffected by MSNT (2a) even in the presence of diphenyl phosphate (8). TPSNT (2b) reacts with 2-N-benzoylguanine and uracil residues in the same way as does MSNT (2a), but somewhat more slowly. MSTe (1; R = Me) reacts with 11 to give 19; however, its reaction with 10b is complete.
受保护的鸟苷和尿苷衍生物（10a、10b和11）与MSNT（2a）反应，分别生成硝基三唑衍生物（12a、12b和14）；2'-脱氧鸟苷衍生物（16）以同样的方式转化为17。所有这些反应在磷酸二苯酯（8）存在下进行得更快。起始原料（分别为10b和11）可以通过在二氧六环溶液中用N1,N1,N3,N3-四甲基胍基顺式-4-硝基苯甲醛肟处理，从12b和14中轻松再生，当14在二氧六环水溶液中用氨处理时，可得到胞苷。腺苷和胞苷的N-酰基-2',3',5'-三-O-酰基衍生物以及3',5'-二-O-乙酰胸苷即使在磷酸二苯酯（8）存在下也不受MSNT（2a）影响。TPSNT（2b）与2-N-苯甲酰鸟嘌呤和尿嘧啶残基的反应方式与MSNT（2a）相同，但反应速度稍慢。MSTe（1；R = Me）与11反应生成19；然而，它与10b的反应是完全的。
