3-[(2R,3S,5R)-5-(6-chloro-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]-1-phenylpropan-1-one | 1065269-45-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[(2R,3S,5R)-5-(6-chloro-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]-1-phenylpropan-1-one
• 英文别名: 3-[(2R,3S,5R)-5-(6-chloropurin-9-yl)-3-hydroxy-tetrahydrofuran-2-yl]-1-phenyl-propan-1-one；3-[(2R,3S,5R)-5-(6-chloropurin-9-yl)-3-hydroxyoxolan-2-yl]-1-phenylpropan-1-one
• CAS: 1065269-45-5
• 化学式: C₁₈H₁₇ClN₄O₃
• 分子量: 372.811
• InChiKey: ICNVEPWJOAKEMN-RRFJBIMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-[(2R,3S,5R)-3-(tert-butyldimethylsilyloxy)-5-(6-chloro-9H-purin-9-yl)tetrahydrofuran-2-yl]-1-phenylpropan-1-one 在 四丁基氟化铵 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 7.0h， 以91%的产率得到3-[(2R,3S,5R)-5-(6-chloro-9H-purin-9-yl)-3-hydroxytetrahydrofuran-2-yl]-1-phenylpropan-1-one
  参考文献：
  名称：

  Synthesis and evaluation of 5′-modified 2′-deoxyadenosine analogues as anti-hepatitis C virus agents

  摘要：

  In order to study the effect of 5'-modification of 2'-deoxynucleoside on its anti-HCV activity, several analogues were synthesized and evaluated. Among the analogues, a 5'-deoxy-5'-phenacylated analogue exhibited a good anti-HCV activity with an EC(50) of 15.1 mu M. This compound is expected to operate via a type of mechanism that does not involve a generally known 5'-O-triphosphorylation process. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.07.015