(2S)-methyl-6-heptenoic acid | 214892-54-3

• 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: (2S)-methyl-6-heptenoic acid
• 英文别名: (2S)-2-methylhept-6-enoic Acid
• CAS: 214892-54-3
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: IVIKGKAWCGPRBQ-ZETCQYMHSA-N

物化性质

• 沸点：
  227.1±9.0 °C(Predicted)
• 密度：
  0.943±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S)-methyl-6-heptenoic acid 在 lithium aluminium tetrahydride 作用下， 生成 (S)-2-methyl-6-hepten-1-ol
  参考文献：
  名称：

  A Formal Total Synthesis of Epothilone A:  Enantioselective Preparation of the C1−C6 and C7−C12 Fragments¹

  摘要：

  DOI：

  10.1021/jo981461u
• 作为产物：
  描述：

  6-庚烯酸 在 正丁基锂 、 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 6.5h， 生成 (2S)-methyl-6-heptenoic acid
  参考文献：
  名称：

  Synthesis of Vinyllactones via Allylic Oxidation of Alkenoic Acids

  摘要：

  利用钯催化的烯酸的共轭氧化反应，描述了一步合成乙烯内酯的路径。研究了环大小和烯烃构型对反应的影响，最终合成了芜菁胺类似物。

  DOI：

  10.1055/s-0031-1289549

文献信息

• Synthesis of the C7-C17 Segment of Epothilones by a 10-membered Ring Closing Metathesis Reaction
  作者：Kai Gerlach、Monika Quitschalle、Markus Kalesse

  DOI：10.1055/s-1998-1870

  日期：1998.10

  The synthesis of the C7-C17 segment of epothilones employing a ring closing metathesis is described. Our approach utilizes the stereoselective methylation of the 10-membered lactone, generated by ring closing metathesis, for introducing the methyl group at C8 and provides an efficient access to strained epothilone derivatives, as well as to the C7-C17 segment of epothilones.

  利用环化易位反应合成表阿布洛莫烯的C7-C17片段的方法已被详细描述。我们的策略采用对由环化易位反应生成 的10元内酯进行立体选择性的甲基化， 以引入C8位的甲基， 并提供了高效制备应变表阿布洛莫烯衍生物以及表阿布洛莫烯C7-C17片段的途径。
• Synthesis of the northern hemisphere of epothiline a by a ten-membered ring closing metathesis reaction
  作者：Kai Gerlach、Monika Quitschalle、Markus Kalesse

  DOI：10.1016/s0040-4039(99)00550-x

  日期：1999.4

  The synthesis of the strained epothilone analog containing a ten-membered ring as well as the northern hemisphere of epothilone A is described. This approach, using the ring closing metathesis reaction, is a solution to the lack of stereocontrol observed in the ring closing metathesis reaction utilized in the synthesis of the epothilone backbone by other groups.

  描述了含有十元环的应变的埃坡霉素类似物以及埃坡霉素A的北半球的合成。使用闭环易位反应的这种方法是解决在其他基团合成埃坡霉素骨架时所用的闭环易位反应中缺乏立体控制的解决方案。
• Kalesse, Markus; Quitschalle, Monika; Claus, Eckhard, European Journal of Organic Chemistry, 1999, # 11, p. 2817 - 2823
  作者：Kalesse, Markus、Quitschalle, Monika、Claus, Eckhard、Gerlach, Kai、Pahl, Axel、Meyer, Hartmut H.

  DOI：——

  日期：——
• COMPOSITIONS AND RELATED METHODS FOR AGRICULTURE
  申请人：Flagship Pioneering Innovations V, Inc.

  公开号：US20210289794A1

  公开（公告）日：2021-09-23

  The invention comprises methods for decreasing colonization by a bacterium of a gut of a stink bug, the method comprising providing a composition comprising vanillin or an analog thereof; and delivering said composition to an egg from which the stink bug will hatch, whereby colonization by the bacterium within the gut of the stink bug hatched from the egg treated with the composition is decreased relative to a stink bug hatched from an untreated egg. In some embodiments, the decrease in colonization by the bacterium decreases the fitness of the stink bug, e.g., decreases reproductive ability, survival, rate of development, number of eggs, number of hatched eggs, adult emergence rate, body length, body width, body mass, or cuticle thickness. In some embodiments of the methods herein, the bacterial colonization-disrupting agent is an inhibitor of bacterial metabolism. In some embodiments, the bacterial colonization-disrupting agent is a polyhydroxyalkanoate (PHA) synthesis inhibitor.
• US8299021B2
  申请人：——

  公开号：US8299021B2

  公开（公告）日：2012-10-30