2-Bromo-6-tert-butyl-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]phenol | 1394170-55-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-Bromo-6-tert-butyl-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]phenol
• CAS: 1394170-55-8
• 化学式: C₂₈H₃₅BrO₂Si
• 分子量: 511.574
• InChiKey: FWSNULGTDRYLHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.57
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  六氟异丙醇 、 2-Bromo-6-tert-butyl-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]phenol 在 碘苯二乙酸 作用下， 反应 0.02h， 以62%的产率得到3-bromo-5-(tert-butyl)-1-(2-((tert-butyl((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)(phenyl)silyl)oxy)ethyl)-[1,1'-biphenyl]-4(1H)-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：

  叔丁基二苯基氯硅烷 在 咪唑 、 甲醇 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-Bromo-6-tert-butyl-4-[2-[tert-butyl(diphenyl)silyl]oxyethyl]phenol
  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