Acetic acid (1R,2R,4S,6S,7S,10R,11S)-2,10-diiodo-5,14-dioxa-tricyclo[9.2.1.0^4,6]tetradec-7-yl ester | 141400-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢呋喃
• 英文名称: Acetic acid (1R,2R,4S,6S,7S,10R,11S)-2,10-diiodo-5,14-dioxa-tricyclo[9.2.1.0^4,6]tetradec-7-yl ester
• 英文别名: [(1R,2R,4S,6S,7S,10R,11S)-2,10-diiodo-5,14-dioxatricyclo[9.2.1.04,6]tetradecan-7-yl] acetate
• CAS: 141400-08-0
• 化学式: C₁₄H₂₀I₂O₄
• 分子量: 506.119
• InChiKey: JPEJETRGFYTKIK-ZSKRZSBTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  48.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (5Z,9E)-(1R,2S,12S)-13-Oxa-bicyclo[10.1.0]trideca-5,9-dien-2-ol 在 吡啶 、 碘 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 生成 Acetic acid (1R,2R,4S,6S,7S,10R,11S)-2,10-diiodo-5,14-dioxa-tricyclo[9.2.1.0^4,6]tetradec-7-yl ester
  参考文献：
  名称：

  Conformationally controlled transannular reaction of a 12-membered macrocyclic trienol

  摘要：

  Iodine-induced transannular ring enlargements of several epoxide derivatives of the cyclotrienol (Z,E,Z)-1-hydroxy-cyclododeca-2,5,9-triene (1) are presented. The diastereoselection exhibited by both the inter- and intramolecular reactions studied, appears to be associated with the conformational preferences of the macrocycle since simple molecular mechanics calculations allowed semiquantitative predictions in the product distributions. An absolute configurational study based on CD exciton chirality methodology is also included.

  DOI：

  10.1016/s0957-4166(00)80285-2

文献信息

• Conformationally controlled transannular reaction of a 12-membered macrocyclic trienol
  作者：Juan I. Padrón、Jesús T. Vázquez、Ezequiel Q. Morales、Miguel Zárraga、Julio D. Martín

  DOI：10.1016/s0957-4166(00)80285-2

  日期：1992.1

  Iodine-induced transannular ring enlargements of several epoxide derivatives of the cyclotrienol (Z,E,Z)-1-hydroxy-cyclododeca-2,5,9-triene (1) are presented. The diastereoselection exhibited by both the inter- and intramolecular reactions studied, appears to be associated with the conformational preferences of the macrocycle since simple molecular mechanics calculations allowed semiquantitative predictions in the product distributions. An absolute configurational study based on CD exciton chirality methodology is also included.