4,4'-(((bis(2-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-silanediyl)bis(oxy))bis(ethane-2,1-diyl))diphenol

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4,4'-(((bis(2-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-silanediyl)bis(oxy))bis(ethane-2,1-diyl))diphenol
• 英文别名: 4-[2-[2-(4-Hydroxyphenyl)ethoxy-bis[2-(oxan-2-yloxy)phenyl]silyl]oxyethyl]phenol；4-[2-[2-(4-hydroxyphenyl)ethoxy-bis[2-(oxan-2-yloxy)phenyl]silyl]oxyethyl]phenol
• 化学式: C₃₈H₄₄O₈Si
• 分子量: 656.848
• InChiKey: BIKQOZMBWRWESI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  47
• 可旋转键数：
  14
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  95.8
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4,4'-(((bis(2-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-silanediyl)bis(oxy))bis(ethane-2,1-diyl))diphenol 在 碘苯二乙酸 、 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 0.02h， 生成 (3aS,6aS,11bR)-1,2,3a,4,6,6a-hexahydro-[1]benzofuro[4,3a-b][1]benzofuran-5-one
  参考文献：
  名称：

  Oxidative ipso-Rearrangement Performed by a Hypervalent Iodine Reagent and Its Application

  摘要：

  An oxidative ipso-rearrangement mediated by a hypervalent iodine reagent that enables rapid generation of a functionalized dienone system containing a quaternary carbon center connected to several sp(2) centers has been developed. The process occurs through transfer of an aryl group from a silyl segment present on the lateral chain. As an illustration of the potential of this transformation, a total synthesis of sceletenone, a small alkaloid, is described.

  DOI：

  10.1021/jo301408j
• 作为产物：
  描述：

  2-(4{[tert-butyl(dimethyl)silyl]oxy}phenyl)ethanol 在 咪唑 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 生成 4,4'-(((bis(2-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-silanediyl)bis(oxy))bis(ethane-2,1-diyl))diphenol
  参考文献：
  名称：

  Oxidative ipso-Rearrangement Performed by a Hypervalent Iodine Reagent and Its Application

  摘要：

  An oxidative ipso-rearrangement mediated by a hypervalent iodine reagent that enables rapid generation of a functionalized dienone system containing a quaternary carbon center connected to several sp(2) centers has been developed. The process occurs through transfer of an aryl group from a silyl segment present on the lateral chain. As an illustration of the potential of this transformation, a total synthesis of sceletenone, a small alkaloid, is described.

  DOI：

  10.1021/jo301408j