3-<4-<(tert-Butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-1-propanal | 118631-03-1

• 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-<4-<(tert-Butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-1-propanal
• 英文别名: 3-[4-[Tert-butyl(dimethyl)silyl]oxy-3,5-dimethylphenyl]propanal
• CAS: 118631-03-1
• 化学式: C₁₇H₂₈O₂Si
• 分子量: 292.494
• InChiKey: IEMCJSHIRPTDEP-UHFFFAOYSA-N

物化性质

• 沸点：
  349.0±30.0 °C(Predicted)
• 密度：
  0.940±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.82
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-<4-<(tert-Butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-1-propanal 在 吡啶 、 sodium hydroxide 、 叔丁基锂 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 乙醇 、 正戊烷 为溶剂， 反应 53.0h， 生成 2,6-Dimethyl-4-<4-<(trimethylsilyl)methyl>-3-<(trimethylsilyl)oxy>-4-pentenyl>-1-<(trimethylsilyl)oxy>benzene
  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
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 在 咪唑 、 sodium hydroxide 、 重铬酸吡啶 、 硼烷四氢呋喃络合物 、 双氧水 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.42h， 生成 3-<4-<(tert-Butyldimethylsilyl)oxy>-3,5-dimethylphenyl>-1-propanal
  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：——