[(10S)-10,14-二甲基十五烷基] 2-甲基丙酸酯 | 164260-04-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: [(10S)-10,14-二甲基十五烷基] 2-甲基丙酸酯
• 中文别名: [(10S)-10,14-二甲基十五烷基]2-甲基丙酸酯
• 英文名称: (S)-10,14-dimethylpentadecyl isobutyrate
• 英文别名: (10S)-10,14-Dimethylpentadecyl 2-methylpropanoate；[(10S)-10,14-dimethylpentadecyl] 2-methylpropanoate
• CAS: 164260-04-2
• 化学式: C₂₁H₄₂O₂
• 分子量: 326.563
• InChiKey: WEUUVFYXSHQOIT-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  23
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (S)-10,14-Dimethyl-7-pentadecen-1-ol 在 吡啶 、 sodium periodate 、 一水合肼 、 copper(II) sulfate 作用下， 以 乙醇 为溶剂， 反应 178.0h， 生成 [(10S)-10,14-二甲基十五烷基] 2-甲基丙酸酯
  参考文献：
  名称：

  通过合成 (R)- 和 (S)-10, 14-二甲基-1-十五烷基异丁酸酯，茶螟蛾性信息素的绝对构型，Euproctis pseudoconspersa（链）。

  摘要：

  (R)-和(S)-10,14-二甲基-1-十五烷基异丁酸酯分别由(S)-和(R)-香茅醇合成。R 对映异构体与天然信息素一样有活性，但 S 对映异构体在电生理分析中活性较低，这为天然信息素的绝对构型为 R 提供了确凿证据。

  DOI：

  10.1007/bf02033705

文献信息

• Synthesis of the Sex Pheromone of the Tea Tussock Moth Based on a Resource Chemistry Strategy
  作者：Hong-Li Zhang、Zhi-Feng Sun、Lu-Nan Zhou、Lu Liu、Tao Zhang、Zhen-Ting Du

  DOI：10.3390/molecules23061347

  日期：——

  Synthesis of the sex pheromone of the tea tussock moth in 33% overall yield over 10 steps was achieved. Moreover, the chiral pool concept was applied in the asymmetric synthesis. The synthesis used a chemical available on a large-scale from recycling of wastewater from the steroid industry. The carbon skeleton was constructed using the C4+C5+C8 strategy. Based on this strategy, the original chiral

  在10个步骤中，以33％的总收率合成了草的性信息素。此外，手性库概念被应用于不对称合成中。合成过程中使用了可从类固醇工业废水的回收中大规模使用的化学物质。使用C4 + C5 + C8策略构建碳骨架。基于此策略，完全保留了原始手性中心。
• ——
  作者：Cheng-Hua Zhao、Jocelyn G. Millar、Kun-Hui Pan、Cai-Sheng Xu

  DOI：10.1023/a:1021226800132

  日期：——

  Field trials were conducted with each synthetic enantiomer(> 98 % ee) and blends of the two synthetic enantiomers of the female-produced sex pheromone (10,14-dimethylpentadecyl isobutyrate) of the tea tussock moth, Euproctis pseudoconspersa. Male moths were attracted to each enantiomer alone and to various blends of them. Short syntheses of both enantiomers of the pheromone from commercially available (R)- and (S)-citronellyl bromide and a method of checking the enantiomeric purity of the citronellyl bromide enantiomers are described.
• [EN] INSECTICIDAL AND ACARICIDAL COMPOSITIONS WITH UV BLOCKERS AND PHEROMONES<br/>[FR] COMPOSITIONS INSECTICIDES ET ACARICIDES A FILTRES ANTI-UV ET A PHEROMONES
  申请人：SIRENE CALL PTY LTD

  公开号：WO2005016385A1

  公开（公告）日：2005-02-24

  The invention is a composition consisting of at least one pesticidally active compound, at least one pheromone, at least one liquid UV absorber that is only sparingly miscible in water and least one optical brightener that is also only sparingly miscible with water, castor oil and at least two viscosity regulators. The composition remains viscous and sticky after application. The composition is very suitable for controlling undesirable Ecto-Parasites from the order Acarina on livestock, notably cattle and domestic animals as well as members of the order Artiodactyle (deer) without harming the treated animal or adversely impacting on the environment or the ecology, or creating pesticide residues.
• Absolute configuration of sex pheromone for tea tussock moth,Euproctis pseudoconspersa (strand)via synthesis of (R)- and (S)-10, 14-dimethyl-1-pentadecyl isobutyrates
  作者：Akio Ichikawa、Tetsuya Yasuda、Sadao Wakamura

  DOI：10.1007/bf02033705

  日期：1995.5

  (R)- and (S)-10,14-dimethyl-1-pentadecyl isobutyrates were synthesized from (S)- and (R)-citronellols, respectively. TheR enantiomer was as active as the natural pheromone but theS enantiomer was less active in the electrophysiological analyses, which provided conclusive proof that the absolute configuration of the natural pheromone isR.

  (R)-和(S)-10,14-二甲基-1-十五烷基异丁酸酯分别由(S)-和(R)-香茅醇合成。R 对映异构体与天然信息素一样有活性，但 S 对映异构体在电生理分析中活性较低，这为天然信息素的绝对构型为 R 提供了确凿证据。