5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol | 192809-53-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol
• 英文别名: 5-[2-[2-[Tert-butyl(dimethyl)silyl]oxy-3,4-dimethoxy-6-methylphenyl]ethynyl]-2-methoxyphenol
• CAS: 192809-53-3
• 化学式: C₂₄H₃₂O₅Si
• 分子量: 428.601
• InChiKey: GSKCOJOOLJLORH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  30
• 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：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol 在 Lindlar's catalyst 喹啉 、 四丁基氟化铵 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 氘代苯 为溶剂， 反应 2.5h， 生成 (E)-1-(6-acetoxy-5,6-dimethoxy-3-methyl-1-oxocyclohexa-2,4-dien-2-yl)-2-(6-acetoxy-6-methoxy-1-oxocyclohexa-2,4-dien-3-yl)ethene
  参考文献：
  名称：

  Cyclization Pathways of a (Z)-Stilbene-Derived Bis(orthoquinone monoketal)

  摘要：

  Lead tetraacetate mediated oxidation of a (Z)-bisphenolic stilbene derivative affords a bis-(orthoquinone monoketal) product. Thermolysis studies of this highly unsaturated dione reveal that sigmatropic hydrogen shifts, followed by either of two distinct solvolytic ring closures, constitute the predominate reaction pathways under heating. No evidence for a desired 6 pi electron electrocyclization was forthcoming.

  DOI：

  10.1021/jo9704220
• 作为产物：
  描述：

  邻甲氧基苯乙酸酯 在 bis-triphenylphosphine-palladium(II) chloride 、 lithium hydroxide 、 copper(l) iodide 、 一氯化碘 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 7.0h， 生成 5-[2-(tert-Butyl-dimethyl-silanyloxy)-3,4-dimethoxy-6-methyl-phenylethynyl]-2-methoxy-phenol
  参考文献：
  名称：

  Cyclization Pathways of a (Z)-Stilbene-Derived Bis(orthoquinone monoketal)

  摘要：

  Lead tetraacetate mediated oxidation of a (Z)-bisphenolic stilbene derivative affords a bis-(orthoquinone monoketal) product. Thermolysis studies of this highly unsaturated dione reveal that sigmatropic hydrogen shifts, followed by either of two distinct solvolytic ring closures, constitute the predominate reaction pathways under heating. No evidence for a desired 6 pi electron electrocyclization was forthcoming.

  DOI：

  10.1021/jo9704220

文献信息

• Cyclization Pathways of a (<i>Z</i>)-Stilbene-Derived Bis(orthoquinone monoketal)
  作者：Ken S. Feldman

  DOI：10.1021/jo9704220

  日期：1997.7.1

  Lead tetraacetate mediated oxidation of a (Z)-bisphenolic stilbene derivative affords a bis-(orthoquinone monoketal) product. Thermolysis studies of this highly unsaturated dione reveal that sigmatropic hydrogen shifts, followed by either of two distinct solvolytic ring closures, constitute the predominate reaction pathways under heating. No evidence for a desired 6 pi electron electrocyclization was forthcoming.