(2R,4R,6R)-2,4,6-trimethyloctan-1-ol | 174173-54-7

• 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: (2R,4R,6R)-2,4,6-trimethyloctan-1-ol
• CAS: 174173-54-7
• 化学式: C₁₁H₂₄O
• 分子量: 172.311
• InChiKey: KSAQCJQZQISASG-GMTAPVOTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  12
• 可旋转键数：
  6
• 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：

  (2R,4R,6R)-2,4,6-trimethyloctan-1-ol 在 溴 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 18.5h， 以92%的产率得到(2R,4R,6R)-1-bromo-2,4,6-trimethyloctane
  参考文献：
  名称：

  Highly Branched Alkanoic Acids from the Preen-Gland Wax of the Domestic Goose as Building Blocks for Chiral Triphenylenes

  摘要：

  The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate la and tetramethyldecanoate 1b from the preen-gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octyloxy)triphenylene or hexakis(decyloxy)triphenylene displayed columnar mesophases or soft crystal G phases, as was shown by differential-scanning calorimetry and optical-polarizing microscopy. Circular-dichroism measurements revealed weak associations of 7a,b in solution.

  DOI：

  10.1002/1522-2675(200211)85:11<3909::aid-hlca3909>3.0.co;2-r
• 作为产物：
  描述：

  methyl (2R,4R,6R)-2,4,6-trimethyloctanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以96%的产率得到(2R,4R,6R)-2,4,6-trimethyloctan-1-ol
  参考文献：
  名称：

  Highly Branched Alkanoic Acids from the Preen-Gland Wax of the Domestic Goose as Building Blocks for Chiral Triphenylenes

  摘要：

  The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate la and tetramethyldecanoate 1b from the preen-gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octyloxy)triphenylene or hexakis(decyloxy)triphenylene displayed columnar mesophases or soft crystal G phases, as was shown by differential-scanning calorimetry and optical-polarizing microscopy. Circular-dichroism measurements revealed weak associations of 7a,b in solution.

  DOI：

  10.1002/1522-2675(200211)85:11<3909::aid-hlca3909>3.0.co;2-r

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。
• Morr, Michael; Proppe, Christiane; Wray, Victor, Liebigs Annalen, 1995, # 11, p. 2001 - 2004
  作者：Morr, Michael、Proppe, Christiane、Wray, Victor

  DOI：——

  日期：——
• Chiral Methyl-Branched Surfactants and Phospholipids: Synthesis and Properties
  作者：Michael Morr、Jens Fortkamp、Stefan Rühe

  DOI：10.1002/anie.199724601

  日期：1997.12.1
• [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.
• Highly Branched Alkanoic Acids from the Preen-Gland Wax of the Domestic Goose as Building Blocks for Chiral Triphenylenes
  作者：Andreas Schultz、Sabine Laschat、Michael Morr、Siegmar Diele、Michael Dreyer、Gerhard Bringmann

  DOI：10.1002/1522-2675(200211)85:11<3909::aid-hlca3909>3.0.co;2-r

  日期：2002.11

  The synthesis of chiral triphenylenes 7a,b bearing side chains derived from enantiomerically pure trimethyloctanoate la and tetramethyldecanoate 1b from the preen-gland wax of domestic goose was achieved in 3 or 4 steps. Compounds 7a,b were nonmesogenic; however, mixtures of 7a,b with hexakis(octyloxy)triphenylene or hexakis(decyloxy)triphenylene displayed columnar mesophases or soft crystal G phases, as was shown by differential-scanning calorimetry and optical-polarizing microscopy. Circular-dichroism measurements revealed weak associations of 7a,b in solution.