4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(1-hydroxy-cyclopentylethynyl)-6-methoxy-phenol | 343309-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(1-hydroxy-cyclopentylethynyl)-6-methoxy-phenol
• 英文别名: 4-[[Tert-butyl(dimethyl)silyl]oxymethyl]-2-[2-(1-hydroxycyclopentyl)ethynyl]-6-methoxyphenol
• CAS: 343309-55-7
• 化学式: C₂₁H₃₂O₄Si
• 分子量: 376.568
• InChiKey: WTCMZPIPOFDDII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.58
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 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-(1-hydroxy-cyclopentylethynyl)-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92%的产率得到7'-[[Tert-butyl(dimethyl)silyl]oxymethyl]-5'-methoxyspiro[cyclopentane-1,3'-furo[3,4-b][1]benzofuran]-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：

  在 肼 作用下， 以 四氢呋喃 为溶剂， 生成 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-(1-hydroxy-cyclopentylethynyl)-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