4-[5-(tert-butyldimethylsilanyloxy)-2-hydroxy-1-phenylpentyl]phenol | 851778-15-9

• 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: 4-[5-(tert-butyldimethylsilanyloxy)-2-hydroxy-1-phenylpentyl]phenol
• CAS: 851778-15-9
• 化学式: C₂₃H₃₄O₃Si
• 分子量: 386.607
• InChiKey: FKBQCCVNCUGZHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  49.69
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-[5-(tert-butyldimethylsilanyloxy)-2-hydroxy-1-phenylpentyl]phenol 在 4-甲基苯磺酸吡啶 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 43.0h， 生成 [5-{4-[3-(bicyclo[2.2.1]hept-5-en-2-ylmethoxy)propoxy]phenyl}-5-phenyl-4-(tetrahydropyran-2-yloxy)pentyloxy]tert-butyldimethylsilane
  参考文献：
  名称：

  Oxidative Cyclorelease from Soluble Polymeric Supports

  摘要：

  Single electron oxidation is shown to be a viable method for effecting concomitant cyclization and cleavage (cyclorelease) of a series of polymer bound homobenzylic ethers. Soluble oligonorbornene polymers are stable toward redox chemistry and are isolable through precipitation with methanol, making them excellent supports for this process. These oxidative conditions are also shown to cleave secondary and tertiary alcohols and ethers in a new traceless approach to polymer-supported aldehyde and ketone synthesis.

  DOI：

  10.1021/jo0480951
• 作为产物：
  描述：

  magnesium,2-(phenoxy)oxane,bromide 在 copper(l) iodide 、 magnesium bromide 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 生成 4-[5-(tert-butyldimethylsilanyloxy)-2-hydroxy-1-phenylpentyl]phenol
  参考文献：
  名称：

  Oxidative Cyclorelease from Soluble Polymeric Supports

  摘要：

  Single electron oxidation is shown to be a viable method for effecting concomitant cyclization and cleavage (cyclorelease) of a series of polymer bound homobenzylic ethers. Soluble oligonorbornene polymers are stable toward redox chemistry and are isolable through precipitation with methanol, making them excellent supports for this process. These oxidative conditions are also shown to cleave secondary and tertiary alcohols and ethers in a new traceless approach to polymer-supported aldehyde and ketone synthesis.

  DOI：

  10.1021/jo0480951