2,4,6,8-Tetramethyl-undecansaeure-methylester | 51187-00-9

• 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-Tetramethyl-undecansaeure-methylester
• 英文别名: Methyl 2,4,6,8-tetramethylundecanoate
• CAS: 51187-00-9
• 化学式: C₁₆H₃₂O₂
• 分子量: 256.429
• InChiKey: SLSKAYPLROWHKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  18
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.94
• 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：

  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-Tetramethyl-undecansaeure-methylester
  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

• [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.