3',5'-Difluoro-4-hydroxy-5-(1-hydroxy-cyclopentylethynyl)-biphenyl-3-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide | 343309-64-8

• 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-(1-hydroxy-cyclopentylethynyl)-biphenyl-3-carboxylic acid [2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-amide
• CAS: 343309-64-8
• 化学式: C₂₈H₃₅F₂NO₄Si
• 分子量: 515.673
• InChiKey: ZWSCLDHZRVNRGN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.75
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  78.79
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 3',5'-Difluoro-4-hydroxy-5-(1-hydroxy-cyclopentylethynyl)-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76%的产率得到N-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-7'-(3,5-difluorophenyl)-1'-oxospiro[cyclopentane-1,3'-furo[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：

  在 肼 作用下， 以 四氢呋喃 为溶剂， 生成 3',5'-Difluoro-4-hydroxy-5-(1-hydroxy-cyclopentylethynyl)-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