4-amino-1-((3a'S,4'R,6'R,6a'R)-4'-azido-4'-(hydroxymethyl)tetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)pyrimidin-2(1H)-one | 1186411-01-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-amino-1-((3a'S,4'R,6'R,6a'R)-4'-azido-4'-(hydroxymethyl)tetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)pyrimidin-2(1H)-one
• CAS: 1186411-01-7
• 化学式: C₁₄H₁₈N₆O₅
• 分子量: 350.334
• InChiKey: WQVCBNNWYWHDMM-FBKDDSFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.41
• 重原子数：
  25.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  157.59
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  、 4-amino-1-((3a'S,4'R,6'R,6a'R)-4'-azido-4'-(hydroxymethyl)tetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)pyrimidin-2(1H)-one 在 叔丁基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 17.0h， 生成
  参考文献：
  名称：

  The application of phosphoramidate ProTide technology to the potent anti-HCV compound 4′-azidocytidine (R1479)

  摘要：

  We report the design, synthesis and evaluation of a family of ca 50 phosphoramidate ProTides of the potent anti-HCV compound 4 '-azidocytidine (R1479), with variation on the ester, amino acid and aryl moiety of the ProTide. Sub-mu M inhibitors of HCV emerge. The compounds are all non-cytotoxic in the replicon assay. We herein report detailed SARs for each of the regions of the ProTide. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.099
• 作为产物：
  描述：

  1,1-二甲氧基环戊烷 、 盐酸茚罗西生 在 对甲苯磺酸 作用下， 反应 2.0h， 生成 4-amino-1-((3a'S,4'R,6'R,6a'R)-4'-azido-4'-(hydroxymethyl)tetrahydrospiro[cyclopentane-1,2'-furo[3,4-d][1,3]dioxol]-6'-yl)pyrimidin-2(1H)-one
  参考文献：
  名称：

  The application of phosphoramidate ProTide technology to the potent anti-HCV compound 4′-azidocytidine (R1479)

  摘要：

  We report the design, synthesis and evaluation of a family of ca 50 phosphoramidate ProTides of the potent anti-HCV compound 4 '-azidocytidine (R1479), with variation on the ester, amino acid and aryl moiety of the ProTide. Sub-mu M inhibitors of HCV emerge. The compounds are all non-cytotoxic in the replicon assay. We herein report detailed SARs for each of the regions of the ProTide. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.05.099