化学学报 ›› 2002, Vol. 60 ›› Issue (11): 2074-2077. 上一篇    下一篇

研究论文

1-β-D-呋喃核糖基-1,2,4-三唑-3-酰胺铂(II)配合物的合成

裴文;孙莉;Sun Li   

  1. 浙江工业大学化学工程学院,杭州(310014);College of Chemical Engineering, Zhejiang University of Technology,Hangzhou(310014)
  • 发布日期:2002-11-15

Preparation of Platinum (II) Complexes with 1-β-D-Ribofuranosyl-1, 2,4-triazole-3-carboxamide and Its Deoxyanalogue

Pei Wen   

  1. College of Chemical Engineering, Zhejiang University of Technology, Hangzhou(310014)
  • Published:2002-11-15

在缓冲液中,利用1-β-D-呋喃核糖基-1,2,4-三唑-3-酰胺(ribavirin)和1- (2'-脱氧-β-D-呋喃核糖基)-1,2,4-三唑-3-酰胺(deoxyribavirin)作为配体 ,分别与cis-[Pt(DMSO)_2Cl_2]或K[Pt(DMSO)Cl_3]进行配位反应,得到了高产率 的[Pt-(N~4,N~7-ribavirin)(DMSO)Cl] (1)和[Pt(N~4,N~7-deoxyribavirin) (DMSO)Cl] (2)两种配合物。1-(2'-脱氧-β-D呋喃核糖基)-1,2,4-三唑-3-酰 胺的合成是由1-β-D-呋喃核糖基-1,2,4-三唑-3-酰胺与1,3-二氯-1,1,3,3- 四异丙基二硅氧烷保护,在1-甲基咪唑存在下与硫代苯氧基碳酰氯反应,再用tri- n-butyltin hydride和AIBN还原,四丁基氟化铵的四氢呋喃溶液脱去保护基四步反 应完成的。

关键词: 铂络合物, 三氮唑核苷, 呋喃 P, 酰胺 P, 酰氯, 咪唑

Platinum(II) complexes of [Pt(N~4,N~7-ribavirin)(DMSO)Cl] and [Pt (N~4,N~7-deoxyribavirin)-(DMSO)Cl] were prepared by the reactions of cis-[Pt(DMSO)_2Cl_2] or K[Pt (DMSO)Cl_3] with 1-β-D-ribofuranosyl-1,2, 4-triazole-3-carboxamide and its deoxyanalogue in buffer with good yields. The preparation of 1-(2'-deoxy-β-D-ribofuranosyl)-1,2,4- triazole-3-carboxamide was also performed through a four-step procedure, including protection of 3',5'-dihydroxyl group of ribavirin with 1,3- dichloro-1,1,3,3-tetraisopropyl-disiloxane, phenoxythiocarbonylation of the 2'-hydroxyl group of 3',5'-O-TPDS-ribavirin with phenoxythiocarbonylchloride, reduction of 2'-O-phenoxythiocarbonyl ester of 3',5'-O-TPDS-ribavirin with trin-butyltin hydride and AIBN, and deprotection of 3',5'-O-TPDS-ribavirin with tetrabutylammonium fluoride in THF.

Key words: PLATINUM COMPLEX, TRIBAVIRIN, FURAN P, AMIDES P, ACYL CHLORIDES, GLYOXALINE

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