6-isopropenyl-3-methyl-2-oxo-cyclohex-3-ene-carboxylic acid ethyl ester

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 6-isopropenyl-3-methyl-2-oxo-cyclohex-3-ene-carboxylic acid ethyl ester
• 英文别名: Ethyl 3-methyl-2-oxo-6-prop-1-en-2-ylcyclohex-3-ene-1-carboxylate
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: NHJHQONRVIRRRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-isopropenyl-3-methyl-2-oxo-cyclohex-3-ene-carboxylic acid ethyl ester 在 mercury(II) diacetate 作用下， 以 甲苯 为溶剂， 反应 8.0h， 以64%的产率得到Ethyl 2-hydroxy-3-methyl-6-prop-1-en-2-ylbenzoate
  参考文献：
  名称：

  FeCl₃ Catalyzed Prins-Type Cyclization for the Synthesis of Highly Substituted Indenes: Application to the Total Synthesis of (±)-Jungianol and epi-Jungianol

  摘要：

  A novel approach was developed for the synthesis of highly substituted indene derivatives, using an FeCl3 catalyzed Prins-type cyclization reaction which was further applied in the total synthesis of jungianol and epi-jungianol.

  DOI：

  10.1021/ol3032347
• 作为产物：
  描述：

  香芹酮 、 氰基甲酸乙酯 在 正丁基锂 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 16.5h， 以82%的产率得到6-isopropenyl-3-methyl-2-oxo-cyclohex-3-ene-carboxylic acid ethyl ester
  参考文献：
  名称：

  FeCl₃ Catalyzed Prins-Type Cyclization for the Synthesis of Highly Substituted Indenes: Application to the Total Synthesis of (±)-Jungianol and epi-Jungianol

  摘要：

  A novel approach was developed for the synthesis of highly substituted indene derivatives, using an FeCl3 catalyzed Prins-type cyclization reaction which was further applied in the total synthesis of jungianol and epi-jungianol.

  DOI：

  10.1021/ol3032347

文献信息

• Beta ketoester
  申请人：Givaudan SA

  公开号：EP1090624A2

  公开（公告）日：2001-04-11

  The beta-keto esters of formula I are useful for the delivery of organoleptic compounds, especially for flavours, fragrances and masking agents and antimicrobial compounds.

  式 I 的β-酮酯可用于输送感官化合物，特别是香精、香料、掩蔽剂和抗菌化合物。
• US6222062B1
  申请人：——

  公开号：US6222062B1

  公开（公告）日：2001-04-24
• US6348618B1
  申请人：——

  公开号：US6348618B1

  公开（公告）日：2002-02-19
• FeCl₃ Catalyzed Prins-Type Cyclization for the Synthesis of Highly Substituted Indenes: Application to the Total Synthesis of (±)-Jungianol and <i>epi</i>-Jungianol
  作者：Dattatraya H. Dethe、Ganesh Murhade

  DOI：10.1021/ol3032347

  日期：2013.2.1

  A novel approach was developed for the synthesis of highly substituted indene derivatives, using an FeCl3 catalyzed Prins-type cyclization reaction which was further applied in the total synthesis of jungianol and epi-jungianol.