1-(2-((tert-butyl((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)(4-methoxyphenyl)silyl)oxy)ethyl)-4'-methoxy-[1,1'-biphenyl]-4(1H)-one | 1394170-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(2-((tert-butyl((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)(4-methoxyphenyl)silyl)oxy)ethyl)-4'-methoxy-[1,1'-biphenyl]-4(1H)-one
• 英文别名: 4-[2-[Tert-butyl-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-(4-methoxyphenyl)silyl]oxyethyl]-4-(4-methoxyphenyl)cyclohexa-2,5-dien-1-one；4-[2-[tert-butyl-(1,1,1,3,3,3-hexafluoropropan-2-yloxy)-(4-methoxyphenyl)silyl]oxyethyl]-4-(4-methoxyphenyl)cyclohexa-2,5-dien-1-one
• CAS: 1394170-59-2
• 化学式: C₂₉H₃₂F₆O₅Si
• 分子量: 602.646
• InChiKey: KIDIUWBLVURNKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  41
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  1-(2-((tert-butyl((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)(4-methoxyphenyl)silyl)oxy)ethyl)-4'-methoxy-[1,1'-biphenyl]-4(1H)-one 在 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以94%的产率得到1-(2-((tert-butyl((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)(4-methoxyphenyl)silyl)oxy)ethyl)-4'-methoxy-1,4-dihydro-[1,1'-biphenyl]-4-ol
  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 、 甲醇 、 碘苯二乙酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 13.03h， 生成 1-(2-((tert-butyl((1,1,1,3,3,3-hexafluoropropan-2-yl)oxy)(4-methoxyphenyl)silyl)oxy)ethyl)-4'-methoxy-[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