2,4,6,8-tetramethylundecan-1-ol | 877803-48-0

• 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: 2,4,6,8-tetramethylundecan-1-ol
• CAS: 877803-48-0
• 化学式: C₁₅H₃₂O
• 分子量: 228.418
• InChiKey: LPEAEEKHQAZLTI-UHFFFAOYSA-N

物化性质

• 沸点：
  273.7±8.0 °C(Predicted)
• 密度：
  0.830±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,4,6,8-tetramethylundecan-1-ol 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.67h， 生成 2,4,6,8-Tetramethyl-undecanal
  参考文献：
  名称：

  Novel Cuticular Hydrocarbons from the Cane Beetle Antitrogus parvulus4,6,8,10,16-Penta- and 4,6,8,10,16,18-HexamethyldocosanesUnprecedented anti-anti-anti-Stereochemistry in the 4,6,8,10-Methyltetrad

  摘要：

  [GRAPHICS]The major cuticular hydrocarbons from the cane beetle species Antitrogus parvulus are 4,6,8,10,16-penta- and 4,6,8,10,16,18-hexamethyldocosanes, I and 2, respectively. Stereoisomers of 2,4,6,8-tetramethylundecanal of established relative stereochemistry were derived from 2,4,6-trimethylphenol and were then coupled with appropriate methyl-substituted phosphoranes 62 and 25 to furnish alkenes, which on reduction provided diastereomers of I and 2, respectively. Capillary gas chromatography, mass spectrometry, and high resolution C-13 NMR spectroscopy confirmed 1 as either 84a or 84b and 2 as either 15a or 15b. The novelty of these structures and their relative stereochemistry is briefly related to polyketide assembly.

  DOI：

  10.1021/jo0481093
• 作为产物：
  描述：

  2,4,6-trimethylnonanal 在 magnesium 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 2,4,6,8-tetramethylundecan-1-ol
  参考文献：
  名称：

  Novel Cuticular Hydrocarbons from the Cane Beetle Antitrogus parvulus4,6,8,10,16-Penta- and 4,6,8,10,16,18-HexamethyldocosanesUnprecedented anti-anti-anti-Stereochemistry in the 4,6,8,10-Methyltetrad

  摘要：

  [GRAPHICS]The major cuticular hydrocarbons from the cane beetle species Antitrogus parvulus are 4,6,8,10,16-penta- and 4,6,8,10,16,18-hexamethyldocosanes, I and 2, respectively. Stereoisomers of 2,4,6,8-tetramethylundecanal of established relative stereochemistry were derived from 2,4,6-trimethylphenol and were then coupled with appropriate methyl-substituted phosphoranes 62 and 25 to furnish alkenes, which on reduction provided diastereomers of I and 2, respectively. Capillary gas chromatography, mass spectrometry, and high resolution C-13 NMR spectroscopy confirmed 1 as either 84a or 84b and 2 as either 15a or 15b. The novelty of these structures and their relative stereochemistry is briefly related to polyketide assembly.

  DOI：

  10.1021/jo0481093

文献信息

• Diastereoselective synthesis of functionally substituted alkene dimers and oligomers, catalysed by chiral zirconocenes
  作者：Pavel V. Kovyazin、Il'giz N. Abdullin、Lyudmila V. Parfenova

  DOI：10.1016/j.catcom.2018.10.032

  日期：2019.1

  The research addresses the reaction of terminal alkenes and propene with AlR3 (R = Me, Et) in the presence of chiral Zr complexes, rac-[Y(η5-C9H10)2]ZrCl2 (Y = C2H4, SiMe2) or (NMI)2ZrCl2 (NMI- η5–neomenthylindenyl), and methylaluminoxane. The effect of reaction conditions, catalyst and trialkylalane structure on the substrate conversion and the reaction chemo- and stereoselectivity has been studied

  研究地址末端烯烃的反应和丙烯与为AlR 3中的手性锆复合物，的存在下（R =甲基，乙基）外消旋- [Y（η 5 -C 9 ħ 10）2 ]的ZrCl 2（Y = C 2 ħ 4，森达2）或（NMI）2的ZrCl 2（NMI- η 5–neomenthylindenyl）和甲基铝氧烷。研究了反应条件，催化剂和三烷基铝烷结构对底物转化率以及反应化学和立体选择性的影响。该反应主要经历烯烃甲基（乙基）锆化的阶段，随后将底物分子引入Zr-C键中。结果，开发了用于合成官能取代的线性末端烯烃二聚体和丙烯低聚物的非对映选择性一锅法。
• [DE] VERFAHREN ZUR REGIO-SELEKTIVEN OXIDATION<br/>[EN] REGIOSELECTIVE OXIDATION METHOD<br/>[FR] PROCEDE D'OXYDATION STEREOSELECTIVE
  申请人：BIOTECHNOLOG FORSCHUNG GMBH

  公开号：WO2006024502A2

  公开（公告）日：2006-03-09

  Die vorliegende Erfindung betrifft ein Verfahren zur regio-selektiven Oxidation einer Verbindung mit mehrfach methyl-verzweigter Kohlenwasserstoffkette durch ein Enzymsystem.
• Novel Cuticular Hydrocarbons from the Cane Beetle <i>Antitrogus parvulus</i>4,6,8,10,16-Penta- and 4,6,8,10,16,18-HexamethyldocosanesUnprecedented <i>anti-anti-anti</i>-Stereochemistry in the 4,6,8,10-Methyltetrad
  作者：Sharon Chow、Mary T. Fletcher、Lynette K. Lambert、Oliver P. Gallagher、Christopher J. Moore、Bronwen W. Cribb、Peter G. Allsopp、William Kitching

  DOI：10.1021/jo0481093

  日期：2005.3.1

  [GRAPHICS]The major cuticular hydrocarbons from the cane beetle species Antitrogus parvulus are 4,6,8,10,16-penta- and 4,6,8,10,16,18-hexamethyldocosanes, I and 2, respectively. Stereoisomers of 2,4,6,8-tetramethylundecanal of established relative stereochemistry were derived from 2,4,6-trimethylphenol and were then coupled with appropriate methyl-substituted phosphoranes 62 and 25 to furnish alkenes, which on reduction provided diastereomers of I and 2, respectively. Capillary gas chromatography, mass spectrometry, and high resolution C-13 NMR spectroscopy confirmed 1 as either 84a or 84b and 2 as either 15a or 15b. The novelty of these structures and their relative stereochemistry is briefly related to polyketide assembly.