(+/-)-2,3-dimethyl-3-(3,4-dimethylphenyl)butanoic acid | 433265-30-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (+/-)-2,3-dimethyl-3-(3,4-dimethylphenyl)butanoic acid
• CAS: 433265-30-6
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: FJJVMLAGDQVJSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (+/-)-2,3-dimethyl-3-(3,4-dimethylphenyl)butanoic acid 在 草酰氯 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 、 正戊烷 为溶剂， 反应 23.25h， 生成 (Z)-{[1-tert-butyl-3-(3,4-dimethylphenyl)-2,3-dimethyl-1-butenyl]oxy}trimethylsilane
  参考文献：
  名称：

  Synthesis of (−)-Vulcanolide by Enantioselective Protonation

  摘要：

  Two efficient enantioselective syntheses of the more active (S,S)enantiomer of the powerful musk odorant Vulcanolide are described. In both syntheses, the key step is an enantioselective protonation of a ketone enolate. A third enantioselective protonation, of a thiol ester enolate, was applied for the determination of the absolute configuration of Vulcanolide by comparison with a known compound.

  DOI：

  10.1002/1521-3765(20020215)8:4<853::aid-chem853>3.0.co;2-5
• 作为产物：
  描述：

  Magnesium, bromo(2-methyl-2-butenyl)- 在 三氯化铝 作用下， 以 乙醚 为溶剂， 反应 0.25h， 生成 (+/-)-2,3-dimethyl-3-(3,4-dimethylphenyl)butanoic acid
  参考文献：
  名称：

  Synthesis of (−)-Vulcanolide by Enantioselective Protonation

  摘要：

  Two efficient enantioselective syntheses of the more active (S,S)enantiomer of the powerful musk odorant Vulcanolide are described. In both syntheses, the key step is an enantioselective protonation of a ketone enolate. A third enantioselective protonation, of a thiol ester enolate, was applied for the determination of the absolute configuration of Vulcanolide by comparison with a known compound.

  DOI：

  10.1002/1521-3765(20020215)8:4<853::aid-chem853>3.0.co;2-5

文献信息

• Synthesis of (−)-Vulcanolide by Enantioselective Protonation
  作者：Charles Fehr、Nathalie Chaptal-Gradoz、José Galindo

  DOI：10.1002/1521-3765(20020215)8:4<853::aid-chem853>3.0.co;2-5

  日期：2002.2.15

  Two efficient enantioselective syntheses of the more active (S,S)enantiomer of the powerful musk odorant Vulcanolide are described. In both syntheses, the key step is an enantioselective protonation of a ketone enolate. A third enantioselective protonation, of a thiol ester enolate, was applied for the determination of the absolute configuration of Vulcanolide by comparison with a known compound.