(3R,6R)-3,6-dimethyloctane | 1160105-89-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 饱和烃
• 英文名称: (3R,6R)-3,6-dimethyloctane
• CAS: 1160105-89-4
• 化学式: C₁₀H₂₂
• 分子量: 142.285
• InChiKey: JEEQUUSFXYRPRK-NXEZZACHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 (3R,6R)-3,6-dimethyloctane
  参考文献：
  名称：

  Dyke; Jones, Journal of the Chemical Society, 1930, p. 2428

  摘要：

  DOI：

文献信息

• Pheromone synthesis. Part 243: Synthesis and biological evaluation of (3R,13R,1′S)-1′-ethyl-2′-methylpropyl 3,13-dimethylpentadecanoate, the major component of the sex pheromone of Paulownia bagworm, Clania variegata, and its stereoisomers
  作者：Kenji Mori、Takuya Tashiro、Boguang Zhao、David M. Suckling、Ashraf M. El-Sayed

  DOI：10.1016/j.tet.2010.02.028

  日期：2010.4

  All of the four stereoisomers of (1′S)-1′-ethyl-2′-methylpropyl 3,13-dimethylpentadecanoate, the major component of the female sex pheromone of Clania variegata, were synthesized by employing olefin cross metathesis as the key reaction and starting from (R)- or (S)-2-methyl-1-butanol, (R)- or (S)-citronellal, and (S)-2-methyl-3-pentanol. Their bioassay revealed the (3R,13R,1′S)-isomer as the bioactive

  3,13-二甲基十五烷酸（1 'S）-1'-乙基-2'-甲基丙基3,13-二甲基十五烷酸酯的四种立体异构体均以烯烃交叉复分解为关键反应合成（R）-或（S）-2-甲基-1-丁醇，（R）-或（S）-香茅醛和（S）-2-甲基-3-戊醇。他们的生物测定揭示了（3 R，13 R，1 'S）-异构体是具有生物活性的异构体，通过采用Wittig反应作为关键步骤，可以通过两种不同的方式实现更有效的合成。
• Pheromone synthesis. Part 240: Cross-metathesis with Grubbs I (but not Grubbs II) catalyst for the synthesis of (R)-trogodermal (14-methyl-8-hexadecenal) to study the optical rotatory powers of compounds with a terminal sec-butyl group
  作者：Kenji Mori

  DOI：10.1016/j.tet.2009.02.064

  日期：2009.5

  (R)-Trogodermal (14-methyl-8-hexadecenal), the sex pheromone of Trogoderma species of pest insects against stored products, and its (S)-isomer were synthesized by using olefin cross-metathesis between (R)- or (S)-7-methyl-1-nonene and 8-nonenyl acetate as the key step. This step was successful with Grubbs I but not with Grubbs II catalyst. The latter caused randomization of the carbon skeleton to give

  （- [R）-Trogodermal（14甲基-8-十六碳烯醛），性信息素斑皮蠹属对照存储产品害虫的种类，以及其（小号）通过使用烯烃之间（交叉复分解，合成异构体[R ）-或（S）-7-甲基-1-壬烯和乙酸8-壬烯酯是关键步骤。该步骤对于Grubbs I是成功的，但是对于Grubbs II催化剂却不是成功的。后者导致碳骨架的随机化，从而产生异常产物的混合物，该异常产物具有比所需产物更长或更短的碳链。测量了18种新的和6种先前合成的具有仲仲丁基端基的化合物的比旋光度，得出的结论是[α] D +3.5至+6.5或-3.6至-6.4
• Synthesis of all the four stereoisomers of (1′S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate, the major component of the sex pheromone of Paulownia bagworm, Clania variegata
  作者：Kenji Mori、Takuya Tashiro

  DOI：10.1016/j.tetlet.2009.02.046

  日期：2009.7

  All the four stereoisomers of (1′S)-1-ethyl-2-methylpropyl 3,13-dimethylpentadecanoate, the major component of the sex pheromone of Clania variegata, were synthesized by starting from (R)- or (S)-2-methylbutan-1-ol, (R)- or (S)-citronellal, and (S)-2-methylpentan-3-ol. Olefin cross metathesis was employed as the key reaction.

  从（R）-或（S）-2开始合成（1 'S）-1-乙基-2-甲基丙基3,13-二甲基十五烷酸酯的全部四种立体异构体-甲基丁烷-1-醇，（R）-或（S）-香茅醛和（S）-2-甲基戊烷-3-醇。烯烃交叉复分解被用作关键反应。
• LXIV.—Syntheses by means of magnesium amyl halides
  作者：Walter Cule Davies、Robert Sinclair Dixon、William Jacob Jones

  DOI：10.1039/jr9300000468

  日期：——
• Dyke; Davies; Jones, Journal of the Chemical Society, 1930, p. 467
  作者：Dyke、Davies、Jones

  DOI：——

  日期：——