O-半乳吡喃糖基N,N-二(2-氯乙基)磷酰二胺酯的合成及其晶体结构

为探讨糖基磷酰胺酯类化合物的抗肿瘤活性,用三氯氧磷作磷酰化试剂,合成了标题化合物.通过重结晶,分离出标题化合物的一个纯异构体.经X射线衍射单晶结构分析,该晶体属单斜晶系,空间群P2₁,a=1.3474(5)nm,b=1.0624(4)nm,c=1.6916(5)nm,β=110.55(3)°,z=4,D_x=1.35g/cm³.收集到独立衍射点4379个,其中2159个为可观测点.最终一致性因子R=0.079.结构分析结果表明,反应中形成的手性磷原子为R构型.

Synthesis and Crystal Structure of O-Galactopyranosyl N,N-Bis(2-chloroethyl)phosphordiamidate

To study the antitumor activity of galactopyranosyl phosphoramidate, the title compound was synthesized by phosphorus oxychloride as phosphorylating agent.Apure isomer of the title compound was obtained by recrystallization from a mixture of chloroform and n-hexane, and its single crystal was cultured.The molecular structure of the title compound was determined by X-ray diffraction method.The crystal is monoclinic with space group P2₁, a=1.3474(5) nm, 6=1.0624(4) nm, c=1.6916(5) nm, β=110.55(3)°, V=2.2674 nm³, Mr=463.29, Z=4, D_x=1.35 g/cm³, μ=3.9 cm^-1, F(000)=972.Atotal of 4379 independent reflections were collected, in which 2159 were observed.The final R=0.079 and Rw=0.088.The results of structure analysis indicate that the configuration of the chiral phosphorus atom of the title compound is assigned as R-form.