(2Z,4E)-2-methyl-2,4-hexadienoic acid ethyl ester | 1001324-93-1

• 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: (2Z,4E)-2-methyl-2,4-hexadienoic acid ethyl ester
• 英文别名: ethyl (4E)-2-methylhexa-2,4-dienoate；ethyl (2Z,4E)-2-methylhexa-2,4-dienoate
• CAS: 1001324-93-1
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: BTKGHSYBWGVHOE-AQXDOAQYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 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：

  (2Z,4E)-2-methyl-2,4-hexadienoic acid ethyl ester 在 sodium hydroxide 作用下， 以84%的产率得到<2Z,4E>-2-methyl-2,4-hexadienoic acid
  参考文献：
  名称：

  Towards the total synthesis of neurotrophically active tashironins: rapid construction of the tetracyclic core through a tandem oxidative dearomatization–IMDA reaction–RCM protocol

  摘要：

  An exceptionally short (three step) strategy involving tandem oxidative dearomatization, intramolecular Diels-Alder (IMDA) reaction and RCM has been devised to generate the complete carbon framework present in tashironin-type sesquiterpenoid natural products. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.052
• 作为产物：
  描述：

  巴豆醛 、 2-[二(2,2,2-三氟乙氧基)磷酰]丙酸乙酯 在 双(三甲基硅烷基)氨基钾 作用下， 以50%的产率得到(2Z,4E)-2-methyl-2,4-hexadienoic acid ethyl ester
  参考文献：
  名称：

  Towards the total synthesis of neurotrophically active tashironins: rapid construction of the tetracyclic core through a tandem oxidative dearomatization–IMDA reaction–RCM protocol

  摘要：

  An exceptionally short (three step) strategy involving tandem oxidative dearomatization, intramolecular Diels-Alder (IMDA) reaction and RCM has been devised to generate the complete carbon framework present in tashironin-type sesquiterpenoid natural products. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.10.052

文献信息

• Total Synthesis of Leiodermatolide A via Transfer Hydrogenative Allylation, Crotylation, and Propargylation: Polyketide Construction beyond Discrete Allyl- or Allenylmetal Reagents
  作者：Yuk-Ming Siu、James Roane、Michael J. Krische

  DOI：10.1021/jacs.1c06062

  日期：2021.7.21

  The total synthesis of leiodermatolide A was accomplished in 13 steps (LLS). Transfer hydrogenative variants of three carbonyl additions that traditionally rely on premetalated reagents (allylation, crotylation, and propargylation) are deployed together in one total synthesis.

  leiodermatolide A 的全合成分 13 个步骤 (LLS) 完成。传统上依赖于预金属化试剂（烯丙基化、巴豆酰化和炔丙基化）的三种羰基加成的转移氢化变体在一个全合成中一起部署。
• Towards the total synthesis of neurotrophically active tashironins: rapid construction of the tetracyclic core through a tandem oxidative dearomatization–IMDA reaction–RCM protocol
  作者：Goverdhan Mehta、Pulakesh Maity

  DOI：10.1016/j.tetlet.2007.10.052

  日期：2007.12

  An exceptionally short (three step) strategy involving tandem oxidative dearomatization, intramolecular Diels-Alder (IMDA) reaction and RCM has been devised to generate the complete carbon framework present in tashironin-type sesquiterpenoid natural products. (C) 2007 Elsevier Ltd. All rights reserved.