2,6-Dimethyl-4-<4,4-bis(ethoxycarbonyl)-6-<(trimethylsilyl)methyl>-6-heptenyl>phenol | 118630-79-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2,6-Dimethyl-4-<4,4-bis(ethoxycarbonyl)-6-<(trimethylsilyl)methyl>-6-heptenyl>phenol
• 英文别名: diethyl 2-[3-(4-hydroxy-3,5-dimethylphenyl)propyl]-2-[2-(trimethylsilylmethyl)prop-2-enyl]propanedioate
• CAS: 118630-79-8
• 化学式: C₂₅H₄₀O₅Si
• 分子量: 448.675
• InChiKey: WKLGDLQSSLFWLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-Dimethyl-4-<4,4-bis(ethoxycarbonyl)-6-<(trimethylsilyl)methyl>-6-heptenyl>phenol 在 silver(l) oxide 作用下， 以 二氯甲烷 为溶剂， 生成 4-<4,4-Bis(ethoxycarbonyl)-6-<(trimethylsilyl)methyl>-6-heptenylidene>-2,6-dimethyl-2,5-cyclohexadien-1-one
  参考文献：
  名称：

  para-Quinone methide initiated cyclization reactions

  摘要：

  DOI：

  10.1021/ja00185a058
• 作为产物：
  描述：

  2-{3-[4-(tert-Butyl-dimethyl-silanyloxy)-3,5-dimethyl-phenyl]-propyl}-2-(2-trimethylsilanylmethyl-allyl)-malonic acid diethyl ester 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 2,6-Dimethyl-4-<4,4-bis(ethoxycarbonyl)-6-<(trimethylsilyl)methyl>-6-heptenyl>phenol
  参考文献：
  名称：

  Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions

  摘要：

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.

  DOI：

  10.1021/jo00100a039

文献信息

• Angle Steven R., Arnaiz Damian O., Boyce James P., Frutos Rogelio P., Lou+, J. Org. Chem, 59 (1994) N 21, S 6322-6337
  作者：Angle Steven R., Arnaiz Damian O., Boyce James P., Frutos Rogelio P., Lou+

  DOI：——

  日期：——
• para-Quinone methide initiated cyclization reactions
  作者：Steven R. Angle、Kenneth D. Turnbull

  DOI：10.1021/ja00185a058

  日期：1989.2
• Formation of Carbon-Carbon Bonds via Quinone Methide-Initiated Cyclization Reactions
  作者：Steven R. Angle、Damian O. Arnaiz、James P. Boyce、Rogelio P. Frutos、Michael S. Louie、Heather L. Mattson-Arnaiz、Jon D. Rainier、Kenneth D. Turnbull、Wenjin Yang

  DOI：10.1021/jo00100a039

  日期：1994.10

  p-Quinone methides were found to be excellent electrophilic cyclization initiators for the formation of six-membered rings. Cyclizations to form five- and seven-membered rings were also studied. Oxidation of 2,6-disubstituted phenols with Ag2O afforded the corresponding quinone methides. A wide range of cyclization terminators/nucleophiles were found to be effective in the cyclizations, including: allylsilane, beta-keto esters, furan, pyrrole, indole, and a number of alkenes. The yields of the cyclizations were generally high.