2,4-Pentadien-1-ol, 5-iodo-2,4-dimethyl-, (2Z,4Z)- | 656232-75-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,4-Pentadien-1-ol, 5-iodo-2,4-dimethyl-, (2Z,4Z)-
• 英文别名: (Z,Z)-5-iodo-2,4-dimethylpenta-2,4-dien-1-ol
• CAS: 656232-75-6
• 化学式: C₇H₁₁IO
• 分子量: 238.068
• InChiKey: TUAKXZDRQUNUER-YASZFYPXSA-N

物化性质

• 沸点：
  253.0±23.0 °C(Predicted)
• 密度：
  1.616±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,4-Pentadien-1-ol, 5-iodo-2,4-dimethyl-, (2Z,4Z)- 在 四(三苯基膦)钯 4-二甲氨基吡啶 、 六甲基二锡 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 18.0h， 生成 tert-Butyl-dimethyl-[(1S,6S,7S,8S)-1,3,5,7-tetramethyl-8-(4-nitro-phenyl)-bicyclo[4.2.0]octa-2,4-dien-7-ylmethoxy]-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：

  ethyl (2Z,4Z)-5-iodo-2,4-dimethylpenta-2,4-dienoate 在 二异丁基氢化铝 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.5h， 以89%的产率得到2,4-Pentadien-1-ol, 5-iodo-2,4-dimethyl-, (2Z,4Z)-
  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+