Acetic acid (Z)-(1R,2S,9R,10S,11R)-9-hydroxy-2-iodo-13-oxa-bicyclo[8.2.1]tridec-5-en-11-yl ester | 135158-90-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Acetic acid (Z)-(1R,2S,9R,10S,11R)-9-hydroxy-2-iodo-13-oxa-bicyclo[8.2.1]tridec-5-en-11-yl ester
• CAS: 135158-90-6
• 化学式: C₁₄H₂₁IO₄
• 分子量: 380.223
• InChiKey: SZQUTYJOIYPDQP-HWQKGTMHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  55.76
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  在 titanium(IV) isopropylate 、 碘 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 18.0h， 生成 Acetic acid (Z)-(1R,2S,9R,10S,11R)-9-hydroxy-2-iodo-13-oxa-bicyclo[8.2.1]tridec-5-en-11-yl ester
  参考文献：
  名称：

  Model studies directed towards microalga polyether toxins. A new approach to the construction of trans, syn, trans-oxotricyclic systems

  摘要：

  Investigations into the synthesis of trans,syn,trans-oxotricyclic systems present in marine polyether toxins are described. Present studies have led to the development of a scheme for procuring an appropriately functionalized C12 oxane-oxane-oxepane subunit. A new synthetic process for the construction of beta-dialkoxyoxanes starting from beta-diiodooxolanes has been investigated, demonstrating the ability of heterocyclic oxygens to act as conventional neighbouring group participators towards adjacent electrophilic sites.

  DOI：

  10.1016/s0040-4039(00)79693-6