methyl 2,4,6-trimethylnonanoate | 18450-84-5

• 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: methyl 2,4,6-trimethylnonanoate
• 英文别名: 2,4,6-Trimethyl-nonansaeure-methylester；Nonanoic acid, 2,4,6-trimethyl-, methyl ester, (2S,4R,6R)-(+)-
• CAS: 18450-84-5
• 化学式: C₁₃H₂₆O₂
• 分子量: 214.348
• InChiKey: NCJWARDEMBIBPL-UHFFFAOYSA-N

物化性质

• 沸点：
  230.2±8.0 °C(Predicted)
• 密度：
  0.865±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl 2,4,6-trimethylnonanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以98%的产率得到2,4,6-trimethylnonan-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
• 作为产物：
  描述：

  methyl 2,4-dimethyl-6-(oxan-2-yloxy)heptanoate 在 咪唑 、 lithium aluminium tetrahydride 、 dilithium tetrachlorocuprate 、 碘 、 对甲苯磺酸 、 三乙胺 、 乙酰氯 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 79.0h， 生成 methyl 2,4,6-trimethylnonanoate
  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.