3',5'-Difluoro-4-hydroxy-5-(3-hydroxy-4-methyl-pent-1-ynyl)-biphenyl-3-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide | 343309-61-5

• 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: 3',5'-Difluoro-4-hydroxy-5-(3-hydroxy-4-methyl-pent-1-ynyl)-biphenyl-3-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide
• 英文别名: N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-5-(3,5-difluorophenyl)-2-hydroxy-3-(3-hydroxy-4-methylpent-1-ynyl)benzamide
• CAS: 343309-61-5
• 化学式: C₂₇H₃₅F₂NO₄Si
• 分子量: 503.662
• InChiKey: KSQOEGBTKNWABT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 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 、 3',5'-Difluoro-4-hydroxy-5-(3-hydroxy-4-methyl-pent-1-ynyl)-biphenyl-3-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide 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55%的产率得到7-(3,5-Difluoro-phenyl)-3-isopropyl-1-oxo-1,3-dihydro-benzo[b]furo[3,4-d]furan-5-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide
  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：

  4-甲基-1-戊炔-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， 生成 3',5'-Difluoro-4-hydroxy-5-(3-hydroxy-4-methyl-pent-1-ynyl)-biphenyl-3-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide
  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.