作者:Johanna Huchting、Chris Meier
DOI:10.1002/ejoc.201402047
日期:2014.6
The high yielding synthesis of pyranonucleoside-6′-triphosphates by using the cycloSal-method is described. Synthesis of the activated cycloSal-pyranonucleoside-6′-phosphate triesters was achieved by applying a synthetic route that had been developed for the synthesis of cycloSal-(glycopyranosyl-6)-phosphates by us. The route involved regioselective 6′-tert-butyldimethylsilyl protection and exchange
描述了使用 cycloSal 方法高产合成 pyranonucleoside-6'-triphosphates。通过应用我们为合成环Sal-(吡喃糖基-6)-磷酸酯而开发的合成路线,实现了活化的环Sal-吡喃核苷-6'-磷酸三酯的合成。该路线涉及区域选择性 6'-叔丁基二甲基甲硅烷基保护和甲硅烷基保护基团与芴基甲氧羰基 (Fmoc) 基团的交换。6'-Fmoc-保护的衍生物被选择性地转化为环Sal-三酯。然后通过与焦磷酸盐的“滴定样”反应,将它们非常有效地转化为三磷酸盐。首先通过离子交换进行简单纯化,然后进行反相 (RP) 柱层析,以非常好的收率得到三磷酸盐。