4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(3-hydroxy-3-phenyl-but-1-ynyl)-6-methoxy-phenol | 343309-56-8

• 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: 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(3-hydroxy-3-phenyl-but-1-ynyl)-6-methoxy-phenol
• 英文别名: 4-[[Tert-butyl(dimethyl)silyl]oxymethyl]-2-(3-hydroxy-3-phenylbut-1-ynyl)-6-methoxyphenol
• CAS: 343309-56-8
• 化学式: C₂₄H₃₂O₄Si
• 分子量: 412.601
• InChiKey: ZKORKGUFJNSBLA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.18
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(3-hydroxy-3-phenyl-but-1-ynyl)-6-methoxy-phenol 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70%的产率得到7-(tert-Butyl-dimethyl-silanyloxymethyl)-5-methoxy-3-methyl-3-phenyl-3H-benzo[b]furo[3,4-d]furan-1-one
  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：

  2-苯基-3-丁炔-2-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 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(3-hydroxy-3-phenyl-but-1-ynyl)-6-methoxy-phenol
  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