Han Qianwei, Gaffney Barbara L, Jones Roger A
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, Piscataway, 08854, USA.
Org Lett. 2006 May 11;8(10):2075-7. doi: 10.1021/ol060491d.
[reaction: see text] We report a one-flask route for the synthesis of dinucleoside tetra- and pentaphosphates, in isolated yields of 50-85%. This route relies on a mixture of P(III) and P(V) chemistries, using phosphitylation of a protected nucleoside with 2-chloro-4H-l,3,2-benzo-dioxaphosphorin-4-one (salicylchlorophosphite), followed by sequential reaction with inorganic pyrophosphate and a nucleoside 5' mono- or diphosphate.
[反应:见正文] 我们报道了一种一锅法合成二核苷四磷酸酯和五磷酸酯的路线,分离产率为50 - 85%。该路线依赖于P(III)和P(V)化学的混合,使用2-氯-4H-1,3,2-苯并二氧磷杂环己烯-4-酮(亚水杨基氯代亚磷酸酯)对受保护的核苷进行磷酰化,随后依次与无机焦磷酸和核苷5'-单磷酸酯或二磷酸酯反应。