1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-4-pentene | 144609-47-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-4-pentene
• 英文别名: tert-Butyl(4-(1-((2-methoxyethoxy)methoxy)-4-pentenyl)-2,6-dimethylphenoxy)dimethylsilane；tert-butyl-[4-[1-(2-methoxyethoxymethoxy)pent-4-enyl]-2,6-dimethylphenoxy]-dimethylsilane
• CAS: 144609-47-2
• 化学式: C₂₃H₄₀O₄Si
• 分子量: 408.654
• InChiKey: GXDCHEFQKSOVBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.33
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-4-pentene 在 sodium hydroxide 、 硼烷四氢呋喃络合物 、 双氧水 作用下， 生成 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol
  参考文献：
  名称：

  Facile 1,3-hydride transfer in a cycloheptyl cation

  摘要：

  The intramolecular addition of a benzylic cation to a vinylsilane was studied. The benzylic (methoxyethoxy)methyl ether 1 was shown to undergo an unusual cyclization to afford a substituted cycloheptene (12) upon treatment with a Lewis acid. Following cyclization, the molecule undergoes a formal 1,3-hydride shift, followed by elimination to give styrene 12.

  DOI：

  10.1021/ja00051a009
• 作为产物：
  描述：

  4-戊烯醛 在 叔丁基锂 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.25h， 生成 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-4-pentene
  参考文献：
  名称：

  Facile 1,3-hydride transfer in a cycloheptyl cation

  摘要：

  The intramolecular addition of a benzylic cation to a vinylsilane was studied. The benzylic (methoxyethoxy)methyl ether 1 was shown to undergo an unusual cyclization to afford a substituted cycloheptene (12) upon treatment with a Lewis acid. Following cyclization, the molecule undergoes a formal 1,3-hydride shift, followed by elimination to give styrene 12.

  DOI：

  10.1021/ja00051a009

文献信息

• Facile 1,3-hydride transfer in a cycloheptyl cation
  作者：Steven R. Angle、Heather L. Mattson-Arnaiz

  DOI：10.1021/ja00051a009

  日期：1992.12

  The intramolecular addition of a benzylic cation to a vinylsilane was studied. The benzylic (methoxyethoxy)methyl ether 1 was shown to undergo an unusual cyclization to afford a substituted cycloheptene (12) upon treatment with a Lewis acid. Following cyclization, the molecule undergoes a formal 1,3-hydride shift, followed by elimination to give styrene 12.