Medicinal Chemistry, Rega Institute for Medical Research, KU Leuven, Minderbroedersstraat 10, Leuven 3000, Belgium.
Molecules. 2013 Jul 18;18(7):8524-34. doi: 10.3390/molecules18078524.
Benzhydryl protection of primary and secondary alcohols has been reported previously via reaction with metal alcoholates. Our aim was to find generally useful and very mild conditions for the alcoholic protection and deprotection of nucleosides with the diphenylmethyl group. This was accomplished for some pyrimidine nucleosides using PdCl₂ as the transition metal catalyst, and with optimization yields of 70-90% have been achieved. A lack of solubility of other nucleosides hampers its more general use.
先前已有文献报道,通过与金属醇盐反应,可以实现伯醇和仲醇的苄基保护。我们的目的是找到一种普遍适用且非常温和的条件,用于用二苯甲基保护和脱保护核苷。使用 PdCl₂作为过渡金属催化剂,已经实现了一些嘧啶核苷的这一转化,优化后的产率为 70-90%。其他核苷的溶解度问题限制了其更广泛的应用。