(1S,6R,9R,12R)-12-methoxy-6,9-dimethyl-10,11,13-trioxatricyclo[7.2.2.01,6]tridecane | 207725-88-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: (1S,6R,9R,12R)-12-methoxy-6,9-dimethyl-10,11,13-trioxatricyclo[7.2.2.01,6]tridecane
• CAS: 207725-88-0
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: DKZCKRATCILIKZ-FDYHWXHSSA-N

物化性质

• 沸点：
  290.717±40.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.134±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (1S,6R,9R,12R)-12-methoxy-6,9-dimethyl-10,11,13-trioxatricyclo[7.2.2.01,6]tridecane 在 三氟化硼乙醚 作用下， 反应 12.0h， 生成 [(1S,6R,9R,12S)-6,9-dimethyl-10,11,13-trioxatricyclo[7.2.2.01,6]tridecan-12-yl] acetate
  参考文献：
  名称：

  Artemisinin tricyclic analogs: Role of a methyl group at C-5a

  摘要：

  New artemisinin tricyclic analogs, bearing a methyl group at C-5a were synthetized through ozonation of vinylsilanes. Presence of such a substituent was detrimental to the antimalarial activity of these trioxanes, thus reinforcing the hypothesis that tight hemin-trioxane complexes are involved in the activation phase of these compounds. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00390-6
• 作为产物：
  描述：

  (5aR,9aR)-3-methoxy-3,5a-dimethyl-4,5,6,7,8,9-hexahydrobenzo[c]dioxepine-9a-carbaldehyde 在 三氟化硼乙醚 、 原甲酸三甲酯 作用下， 以 甲醇 为溶剂， 反应 12.0h， 生成 (1S,6R,9R,12R)-12-methoxy-6,9-dimethyl-10,11,13-trioxatricyclo[7.2.2.01,6]tridecane
  参考文献：
  名称：

  Artemisinin tricyclic analogs: Role of a methyl group at C-5a

  摘要：

  New artemisinin tricyclic analogs, bearing a methyl group at C-5a were synthetized through ozonation of vinylsilanes. Presence of such a substituent was detrimental to the antimalarial activity of these trioxanes, thus reinforcing the hypothesis that tight hemin-trioxane complexes are involved in the activation phase of these compounds. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00390-6

文献信息

• Artemisinin tricyclic analogs: Role of a methyl group at C-5a
  作者：Fatima Zouhiri、Didier Desmaële、Jean d'Angelo、Claude Riche、Fréderick Gay、Liliane Cicéron

  DOI：10.1016/s0040-4039(98)00390-6

  日期：1998.5

  New artemisinin tricyclic analogs, bearing a methyl group at C-5a were synthetized through ozonation of vinylsilanes. Presence of such a substituent was detrimental to the antimalarial activity of these trioxanes, thus reinforcing the hypothesis that tight hemin-trioxane complexes are involved in the activation phase of these compounds. (C) 1998 Elsevier Science Ltd. All rights reserved.