ethyl (2Z,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienoate | 656232-71-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl (2Z,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienoate
• CAS: 656232-71-2
• 化学式: C₉H₁₃IO₂
• 分子量: 280.106
• InChiKey: HJPHPWAUMDPYTK-HSHIGALWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl (2Z,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienoate 在 4-二甲氨基吡啶 、 二异丁基氢化铝 、 三乙胺 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 3.5h， 生成 tert-Butyl-((2Z,4Z)-5-iodo-2,4-dimethyl-penta-2,4-dienyloxy)-dimethyl-silane
  参考文献：
  名称：

  “Endo” and “Exo” Bicyclo[4.2.0]-octadiene Isomers from the Electrocyclization of Fully Substituted Tetraene Models for SNF 4435C and D. Control of Stereochemistry by Choice of a Functionalized Substituent

  摘要：

  [GRAPHICS]A tandem electrocyclic closure, perceived as the key step in a biomimetic approach to SNF 4435C and D, was tested with 1,1,8-trisubstituted tetraene substrates. The ratio of endo:exo products could be controlled by the choice of the R-z substituent at C-1. On the basis of these results, a short stereoselective route to an advanced SNF 4435 intermediate was devised.

  DOI：

  10.1021/ol036048+
• 作为产物：
  描述：

  2-[二(2,2,2-三氟乙氧基)磷酰]丙酸乙酯 、 (Z)-3 -iodo-2-methylacrylaldehyde 在 potassium hexamethyldisilazane 、 18-冠醚-6 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 以86%的产率得到ethyl (2Z,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienoate
  参考文献：
  名称：

  “Endo” and “Exo” Bicyclo[4.2.0]-octadiene Isomers from the Electrocyclization of Fully Substituted Tetraene Models for SNF 4435C and D. Control of Stereochemistry by Choice of a Functionalized Substituent

  摘要：

  [GRAPHICS]A tandem electrocyclic closure, perceived as the key step in a biomimetic approach to SNF 4435C and D, was tested with 1,1,8-trisubstituted tetraene substrates. The ratio of endo:exo products could be controlled by the choice of the R-z substituent at C-1. On the basis of these results, a short stereoselective route to an advanced SNF 4435 intermediate was devised.

  DOI：

  10.1021/ol036048+