N-[(2E,4E)-tetradecadienoyl]piperidine | 52657-12-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-[(2E,4E)-tetradecadienoyl]piperidine
• 英文别名: (2E,4E)-1-(Piperidin-1-yl)tetradeca-2,4-dien-1-one；(2E,4E)-1-piperidin-1-yltetradeca-2,4-dien-1-one
• CAS: 52657-12-2
• 化学式: C₁₉H₃₃NO
• 分子量: 291.477
• InChiKey: ARLNCELWGQDJPO-QDTXCPDVSA-N

物化性质

• 沸点：
  441.5±12.0 °C(Predicted)
• 密度：
  0.928±0.06 g/cm3(Predicted)
• 保留指数：
  2591

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-乙酰哌啶 在 aluminum oxide 作用下， 生成 N-[(2E,4E)-tetradecadienoyl]piperidine
  参考文献：
  名称：

  A facile synthesis of 3,4-dienamides by the reaction of propargyl alcohols with cyclic amide acetals, and their stereoselective rearrangement to 2(E),4(Z)-dienamides promoted with alumina. Total synthesis of isochavicine

  摘要：

  DOI：

  10.1021/jo00181a012

文献信息

• A new straightforward and general approach to dienamide natural products
  作者：Francesco Babudri、Vito Fiandanese、Francesco Naso、Angela Punzi

  DOI：10.1016/s0040-4039(00)73051-6

  日期：1994.3

  A new synthetic approach to various conjugated (EE) dienamides has been developed, starting from an easily accessible bifunctional dienyl compound and based upon a double selective electrophilic substitution, followed by coupling reactions.
• A Synthetic Approach to Natural Dienamides of Insecticidal Interest
  作者：Mohamed Abarbri、Jean-Luc Parrain、Alain Duchěne

  DOI：10.1080/00397919808005717

  日期：1998.1

  An efficient synthesis of dienamides of insecticidal interest has been stereoselectively achieved featuring a Stille cross-coupling reaction as the key step.
• A convenient stereoselective synthesis of conjugated dienoic esters and amides
  作者：Ma Dawei、Lu Xiyan

  DOI：10.1016/s0040-4020(01)85458-2

  日期：1990.1
• MA, DAWEI;LU, XIYAN, TETRAHEDRON, 46,(1990) N, C. 3189-3198
  作者：MA, DAWEI、LU, XIYAN

  DOI：——

  日期：——
• A facile synthesis of 3,4-dienamides by the reaction of propargyl alcohols with cyclic amide acetals, and their stereoselective rearrangement to 2(E),4(Z)-dienamides promoted with alumina. Total synthesis of isochavicine
  作者：Sadao Tsuboi、Yuji Nooda、Akira Takeda

  DOI：10.1021/jo00181a012

  日期：1984.4