methyl 2-[2-(1,3-dimethyl-4-oxo-2-cyclopent-1-yl)ethyl]propenoate | 313254-76-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-[2-(1,3-dimethyl-4-oxo-2-cyclopent-1-yl)ethyl]propenoate
• 英文别名: Methyl 4-(1,3-dimethyl-4-oxocyclopent-2-en-1-yl)-2-methylidenebutanoate
• CAS: 313254-76-1
• 化学式: C₁₃H₁₈O₃
• 分子量: 222.284
• InChiKey: JGVAAQMHFVWGNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  5
• 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：

  methyl 2-[2-(1,3-dimethyl-4-oxo-2-cyclopent-1-yl)ethyl]propenoate 在 palladium on activated charcoal cerium(III) chloride 、 伯吉斯试剂 、 碘代三甲硅烷 、 氢气 、 对甲苯磺酸 、 六甲基二硅氮烷 、 原甲酸三甲酯 作用下， 以 四氢呋喃 、 乙醇 、 1,2-二氯乙烷 、 苯 为溶剂， 反应 17.3h， 生成
  参考文献：
  名称：

  Synthesis of a Novel Sesquiterpene Isolated from the Pheromone Gland of a Stink Bug, Tynacantha marginata Dallas

  摘要：

  A novel sesquiterpene, isolated as the putative sex pheromone of a stink bug (Tynacantha marginata Dallas) and proposed to have an unprecedented carbon framework, was synthesized as its racemate by using an intramolecular double Michael cyclization as the key step. Comparison of the spectral data of the synthetic sample with those of the natural material confirmed the proposed structure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00735-3
• 作为产物：
  描述：

  3-Dimethoxymethyl-but-3-en-1-ol 在 咪唑 、 sodium chlorite 、 sodium dihydrogenphosphate 、 2-甲基-2-丁烯 、 碘 、 4-甲基苯磺酸吡啶 、 二异丁基氢化铝 、 N,N-二异丙基乙胺 、 三苯基膦 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 、 叔丁醇 为溶剂， 反应 12.25h， 生成 methyl 2-[2-(1,3-dimethyl-4-oxo-2-cyclopent-1-yl)ethyl]propenoate
  参考文献：
  名称：

  Synthesis of a Novel Sesquiterpene Isolated from the Pheromone Gland of a Stink Bug, Tynacantha marginata Dallas

  摘要：

  A novel sesquiterpene, isolated as the putative sex pheromone of a stink bug (Tynacantha marginata Dallas) and proposed to have an unprecedented carbon framework, was synthesized as its racemate by using an intramolecular double Michael cyclization as the key step. Comparison of the spectral data of the synthetic sample with those of the natural material confirmed the proposed structure. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00735-3

文献信息

• Synthesis of a Novel Sesquiterpene Isolated from the Pheromone Gland of a Stink Bug, Tynacantha marginata Dallas
  作者：Shigefumi Kuwahara、Shiharu Hamade、Walter Soares Leal、Jiro Ishikawa、Osamu Kodama

  DOI：10.1016/s0040-4020(00)00735-3

  日期：2000.10

  A novel sesquiterpene, isolated as the putative sex pheromone of a stink bug (Tynacantha marginata Dallas) and proposed to have an unprecedented carbon framework, was synthesized as its racemate by using an intramolecular double Michael cyclization as the key step. Comparison of the spectral data of the synthetic sample with those of the natural material confirmed the proposed structure. (C) 2000 Elsevier Science Ltd. All rights reserved.