3',5'-Difluoro-4-hydroxy-5-(3-hydroxy-3,3-diphenyl-prop-1-ynyl)-biphenyl-3-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide | 343309-63-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3',5'-Difluoro-4-hydroxy-5-(3-hydroxy-3,3-diphenyl-prop-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-3,3-diphenylprop-1-ynyl)benzamide
• CAS: 343309-63-7
• 化学式: C₃₆H₃₇F₂NO₄Si
• 分子量: 613.776
• InChiKey: NNLXLSUUAZJDCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.38
• 重原子数：
  44
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 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-3,3-diphenyl-prop-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67%的产率得到7-(3,5-Difluoro-phenyl)-1-oxo-3,3-diphenyl-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：

  1,1-二苯基-2-丙炔-1-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-3,3-diphenyl-prop-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