(2R,3R,4R,5R)-3,5-Bis-benzyloxymethyl-2-[6,6-bis-(2-hydroxy-ethylsulfanyl)-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3,4-diol | 908836-50-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3R,4R,5R)-3,5-Bis-benzyloxymethyl-2-[6,6-bis-(2-hydroxy-ethylsulfanyl)-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3,4-diol
• CAS: 908836-50-0
• 化学式: C₂₉H₃₆N₄O₇S₂
• 分子量: 616.759
• InChiKey: NZNPSIAPXYWSMZ-PDYROLRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.13
• 重原子数：
  42.0
• 可旋转键数：
  15.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  150.82
• 氢给体数：
  5.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R,5R)-3,5-Bis-benzyloxymethyl-2-[6,6-bis-(2-hydroxy-ethylsulfanyl)-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3,4-diol 在 钯 甲酸 、 potassium acetate 、 溶剂黄146 、 mercury dichloride 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 9-[(2R,3R,4R,5R)-3,4-dihydroxy-3,5-bis(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
  参考文献：
  名称：

  Synthesis of 2-C-hydroxymethylribofuranosylpurines as potent anti-hepatitis C virus (HCV) agents

  摘要：

  On the basis of potent anti-HCV activity of 2'-C-methyladenosine, novel 2'-C-hydroxymethyladenosine analogues 2a-c were synthesized from D-ribose in order to lead to favorable interaction with HCV polymerase. Among compounds tested, adenosine derivative 2a exhibited potent anti-HCV activity, indicating that the hydroxyl group of 2'-C-hydroxymethyl substituent led to favorable interaction with HCV polymerase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.089
• 作为产物：
  描述：

  Acetic acid (2R,3R,4R,5R)-4-acetoxy-3,5-bis-benzyloxymethyl-2-(6-chloro-purin-9-yl)-tetrahydro-furan-3-yl ester 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 21.0h， 生成 (2R,3R,4R,5R)-3,5-Bis-benzyloxymethyl-2-[6,6-bis-(2-hydroxy-ethylsulfanyl)-1,6-dihydro-purin-9-yl]-tetrahydro-furan-3,4-diol
  参考文献：
  名称：

  Synthesis of 2-C-hydroxymethylribofuranosylpurines as potent anti-hepatitis C virus (HCV) agents

  摘要：

  On the basis of potent anti-HCV activity of 2'-C-methyladenosine, novel 2'-C-hydroxymethyladenosine analogues 2a-c were synthesized from D-ribose in order to lead to favorable interaction with HCV polymerase. Among compounds tested, adenosine derivative 2a exhibited potent anti-HCV activity, indicating that the hydroxyl group of 2'-C-hydroxymethyl substituent led to favorable interaction with HCV polymerase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.089