N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-(3,5-difluorophenyl)-2-hydroxy-3-(3-hydroxy-3,5-dimethylhex-1-ynyl)benzamide | 343309-62-6

• 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: N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-(3,5-difluorophenyl)-2-hydroxy-3-(3-hydroxy-3,5-dimethylhex-1-ynyl)benzamide
• CAS: 343309-62-6
• 化学式: C₂₉H₃₉F₂NO₄Si
• 分子量: 531.715
• InChiKey: KCTIDXMIDSBOFJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.24
• 重原子数：
  37
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-(3,5-difluorophenyl)-2-hydroxy-3-(3-hydroxy-3,5-dimethylhex-1-ynyl)benzamide 在 bis-triphenylphosphine-palladium(II) chloride 1,3-双(二苯基膦)丙烷 、 cesium acetate 作用下， 以 乙腈 为溶剂， 以69%的产率得到N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-7-(3,5-difluorophenyl)-3-methyl-3-(2-methylpropyl)-1-oxofuro[3,4-b][1]benzofuran-5-carboxamide
  参考文献：
  名称：

  Palladium-Mediated Intramolecular Carbonylative Annulation of o-Alkynylphenols To Synthesize Benzo[b]furo[3,4-d]furan-1-ones

  摘要：

  [GRAPHICS]The carbonylative annulation of o-alkynylphenols mediated by PdCl2(PPh3)(2) and dppp in the presence of CsOAc at 55 degreesC in acetonitrile under a balloon pressure of CO generates functionalized benzo[b]furo[3,4-d]furan-1-ones in good yields. This novel synthetic approach provides a highly efficient method for diversification of the benzofuran scaffold for combinatorial synthesis.

  DOI：

  10.1021/ol010033z
• 作为产物：
  描述：

  3,5-二甲基-1-己炔-3-醇 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 N,N-二异丙基乙胺 、 肼 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 24.0h， 生成 N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-(3,5-difluorophenyl)-2-hydroxy-3-(3-hydroxy-3,5-dimethylhex-1-ynyl)benzamide
  参考文献：
  名称：

  Palladium-Mediated Intramolecular Carbonylative Annulation of o-Alkynylphenols To Synthesize Benzo[b]furo[3,4-d]furan-1-ones

  摘要：

  [GRAPHICS]The carbonylative annulation of o-alkynylphenols mediated by PdCl2(PPh3)(2) and dppp in the presence of CsOAc at 55 degreesC in acetonitrile under a balloon pressure of CO generates functionalized benzo[b]furo[3,4-d]furan-1-ones in good yields. This novel synthetic approach provides a highly efficient method for diversification of the benzofuran scaffold for combinatorial synthesis.

  DOI：

  10.1021/ol010033z

文献信息

• Palladium-Mediated Intramolecular Carbonylative Annulation of <i>o</i>-Alkynylphenols To Synthesize Benzo[<i>b</i>]furo[3,4-<i>d</i>]furan-1-ones
  作者：Youhong Hu、Zhen Yang

  DOI：10.1021/ol010033z

  日期：2001.5.1

  [GRAPHICS]The carbonylative annulation of o-alkynylphenols mediated by PdCl2(PPh3)(2) and dppp in the presence of CsOAc at 55 degreesC in acetonitrile under a balloon pressure of CO generates functionalized benzo[b]furo[3,4-d]furan-1-ones in good yields. This novel synthetic approach provides a highly efficient method for diversification of the benzofuran scaffold for combinatorial synthesis.