Oka Natsuhisa, Higashida Renpei, Takayama Yuji, Ando Kaori, Wada Takeshi
Department of Chemistry, Faculty of Engineering, Gifu University, Gifu 501-1193, Japan.
Nucleic Acids Symp Ser (Oxf). 2009(53):111-2. doi: 10.1093/nass/nrp056.
Nucleoside H-boranophosphonates were synthesized via the condensation reactions of appropriately protected nucleosides with monopyridinium H-boranophosphonate and subsequent deprotection under basic conditions. 3',5'-O-Protected dinucleoside H-boranophosphonates were also synthesized via the condensation of the corresponding 5'-O-protected nucleoside 3'-H-boranophosphonates with 3'-O-protected nucleosides. A study on the chemical properties of the resultant dinucleoside phosphate analogues revealed that the P-H group could be further modified under anhydrous basic conditions.
通过适当保护的核苷与单吡啶鎓氢硼烷膦酸酯的缩合反应,随后在碱性条件下脱保护,合成了核苷氢硼烷膦酸酯。还通过相应的5'-O-保护的核苷3'-氢硼烷膦酸酯与3'-O-保护的核苷的缩合反应,合成了3',5'-O-保护的二核苷氢硼烷膦酸酯。对所得二核苷磷酸类似物的化学性质的研究表明,P-H基团在无水碱性条件下可以进一步修饰。