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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

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

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【作者】 陈茹玉陈小茹王如骥王宏根

【Author】 CHEN Ru-Yu, CHEN Xiao-Ru, WANG Ru-Ji , WANG Hong-Gen(Institute of Elemento-Organic Chemistry, Central Laboratory , Nankai University, Tianjin, 300071)

【机构】 南开大学元素有机化学研究所南开大学中心实验室南开大学中心实验室 天津 300071天津 300071

【摘要】 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,Dx=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.

【Abstract】 To study the antitumor activity of galactopyranosyl phosphoramidate, the title compound was synthesized by phosphorus oxychloride as phosphorylating agent. A pure 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, Dx=1. 35 g/cm3, μ=3.9 cm-1, F(000) = 972. A total 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.

【基金】 国家自然科学基金
  • 【文献出处】 高等学校化学学报 ,Chemical Research In Chinese Universities , 编辑部邮箱 ,1993年10期
  • 【被引频次】2
  • 【下载频次】38
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