3′,5′-O-Phosphonoalkylidene derivatives of 1-(2-deoxy-β-D-threo-pentofuranosyl)thymine: Synthesis and reactivity
作者:Magdalena Endová、Milena Masojídková、Miloš Buděšínský、Ivan Rosenberg
DOI:10.1016/s0040-4020(98)00654-1
日期:1998.9
Various 3′,5′-O-(1-phosphonoalkylidene) derivatives of 1-(2-deoxy-β-D-threo-pentofuranosyl)thymine bearing a substituent in the ω-position of the alkylidene chain were prepared by the redox reaction of diethyl chlorophosphite with six-membered 3′,5′-orthoesters of xylo-dT. Susceptibility of ω-haloalkylidene derivatives for nucleophilic substitution is discussed. The configuration of the final phosphonates
通过氧化还原反应制备了在亚烷基链的ω-位置带有取代基的1-(2-脱氧-β-D-苏-五氟呋喃糖基)胸腺嘧啶的各种3',5'-O-(1-膦酰基亚烷基)衍生物氯亚磷酸二乙酯与木糖-dT的六元3',5'-原酸酯。讨论了ω-卤代亚烷基衍生物对亲核取代的敏感性。最终膦酸酯的构型通过2D-ROESY NMR实验确定。