4-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-2-methoxyphenol | 1394170-57-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-2-methoxyphenol
• 英文别名: 4-[2-[Tert-butyl(diphenyl)silyl]oxyethyl]-2-methoxyphenol；4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]-2-methoxyphenol
• CAS: 1394170-57-0
• 化学式: C₂₅H₃₀O₃Si
• 分子量: 406.597
• InChiKey: RELCPISPVWBQMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.52
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-2-methoxyphenol 在 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 4-(2-hydroxyethyl)-2-methoxyphenyl pivalate
  参考文献：
  名称：

  温和条件下直接形成芳基 C−O 键合成功能化二氢苯并呋喃

  摘要：

  描述了一种通过直接形成芳基 CO 键来合成二氢苯并呋喃的方法。该反应的机械途径与之前描述的类似转化不同，允许温和的反应条件，预计与功能化底物兼容。

  DOI：

  10.1002/anie.201605648
• 作为产物：
  描述：

  在 甲醇 、 potassium carbonate 作用下， 生成 4-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-2-methoxyphenol
  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

文献信息

• Synthesis of Functionalized Dihydrobenzofurans by Direct Aryl C−O Bond Formation under Mild Conditions
  作者：Joseph Alvarado、Jeremy Fournier、Armen Zakarian

  DOI：10.1002/anie.201605648

  日期：2016.9.12

  A method for the synthesis of dihydrobenzofurans by a direct aryl C−O bond formation is described. A mechanistic pathway for the reaction, distinct from previously described similar transformations, allows for mild reaction conditions that are expected to be compatible with functionalized substrates.

  描述了一种通过直接形成芳基 CO 键来合成二氢苯并呋喃的方法。该反应的机械途径与之前描述的类似转化不同，允许温和的反应条件，预计与功能化底物兼容。
• Oxidative <i>ipso</i>-Rearrangement Performed by a Hypervalent Iodine Reagent and Its Application
  作者：Guillaume Jacquemot、Sylvain Canesi

  DOI：10.1021/jo301408j

  日期：2012.9.7

  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.