Acetic acid (3aR,6R,6aR)-3a,6-bis-acetoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester | 908836-32-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (3aR,6R,6aR)-3a,6-bis-acetoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester
• CAS: 908836-32-8
• 化学式: C₁₅H₂₂O₉
• 分子量: 346.334
• InChiKey: OXBVWNYLIKHSPG-CZPDGURSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.29
• 重原子数：
  24.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  106.59
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  Acetic acid (3aR,6R,6aR)-3a,6-bis-acetoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester 、 胸腺嘧啶 在 硫酸氢铵 、 六甲基二硅氮烷 、 三氟甲磺酸三甲基硅酯 作用下， 以 1,2-二氯乙烷 为溶剂， 生成
  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：

  2,3-异亚丙氧基-D-呋喃核糖苷 在 DMAM 、 potassium carbonate 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 101.0h， 生成 Acetic acid (3aR,6R,6aR)-3a,6-bis-acetoxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl ester
  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