3-((2R,4S,5S)-5-Chloromethyl-4-hydroxy-tetrahydro-furan-2-yl)-6-(4-pentyl-phenyl)-3H-furo[2,3-d]pyrimidin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃[2,3-d]嘧啶
• 英文名称: 3-((2R,4S,5S)-5-Chloromethyl-4-hydroxy-tetrahydro-furan-2-yl)-6-(4-pentyl-phenyl)-3H-furo[2,3-d]pyrimidin-2-one
• 英文别名: 3-[(2R,4S,5S)-5-(chloromethyl)-4-hydroxy-tetrahydrofuran-2-yl]-6-(4-pentylphenyl)furo[2,3-d]pyrimidin-2-one；3-[(2R,4S,5S)-5-(chloromethyl)-4-hydroxyoxolan-2-yl]-6-(4-pentylphenyl)furo[2,3-d]pyrimidin-2-one
• 化学式: C₂₂H₂₅ClN₂O₄
• 分子量: 416.904
• InChiKey: PNHHNPPSUBJIAG-DFQSSKMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-戊基苯乙炔 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-((2R,4S,5S)-5-Chloromethyl-4-hydroxy-tetrahydro-furan-2-yl)-6-(4-pentyl-phenyl)-3H-furo[2,3-d]pyrimidin-2-one
  参考文献：
  名称：

  Bicyclic Nucleoside Inhibitors of Varicella-Zoster Virus: 5′-Chloro and 3′-Chloro Derivatives

  摘要：

  We have recently discovered bicyclic furopyrimidines as potent and selective inhibitors of VZV. In order to investigate the structural requirements for antiviral activity we have succesfully synthesised some 3'-chloro and 5'-chloro derivatives. The compounds have been tested against VZV and CMV, but displayed no significant in vitro activity.

  DOI：

  10.1081/ncn-120022688

文献信息

• Bicyclic Nucleoside Inhibitors of Varicella-Zoster Virus: 5′-Chloro and 3′-Chloro Derivatives
  作者：G. Luoni、C. McGuigan、G. Andrei、R. Snoeck、E. De Clercq、J. Balzarini

  DOI：10.1081/ncn-120022688

  日期：2003.10

  We have recently discovered bicyclic furopyrimidines as potent and selective inhibitors of VZV. In order to investigate the structural requirements for antiviral activity we have succesfully synthesised some 3'-chloro and 5'-chloro derivatives. The compounds have been tested against VZV and CMV, but displayed no significant in vitro activity.