(2S,6S)-1-tert-butyldimethylsilyloxy-2,6-dimethyl-7-tetrahydropyranyloxyheptane | 299430-06-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: (2S,6S)-1-tert-butyldimethylsilyloxy-2,6-dimethyl-7-tetrahydropyranyloxyheptane
• 英文别名: tert-butyl-[(2S,6S)-2,6-dimethyl-7-(oxan-2-yloxy)heptoxy]-dimethylsilane
• CAS: 299430-06-1
• 化学式: C₂₀H₄₂O₃Si
• 分子量: 358.637
• InChiKey: ZUIFHPDHCQTZSY-ADUPEVMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.99
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2S,6S)-1-tert-butyldimethylsilyloxy-2,6-dimethyl-7-tetrahydropyranyloxyheptane 在 四丁基氟化铵 、 对甲苯磺酸 、 magnesium 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 为溶剂， 反应 79.0h， 生成 (5R,9R)-5,9-dimethylheptadecane
  参考文献：
  名称：

  Synthesis of the Enantiomers ofanti-2,6-Dimethylheptane-1,7-diol Monotetrahydropyranyl Ether and Their Conversion into the Enantiomers of the Sex Pheromone Components of the Apple Leafminer,Lyonetia prunifoliella

  摘要：

  Both (2R,6R)- and (2S,6S)-isomers of 2,6-dimethylheptane-1,7-diol monotetrahydropyranyl ether (4) were synthesized, and converted into the enantiomers of anti-10,14-dimethyl-1-octadecene (1), anti-5,9-dimethyloctadecane (2) and anti-5,9-dimethylheptadecane (3), the sex pheromone components of the apple leaf miner (Lyonetia prunifoliella).

  DOI：

  10.1002/1099-0690(200008)2000:15<2745::aid-ejoc2745>3.0.co;2-i
• 作为产物：
  描述：

  (2R)-toluene-4-sulfonic acid 3-(tert-butyldimethylsilanyloxy)-2-methylpropyl ester 在 sodium amalgam 、 正丁基锂 、 乙醇 、 碳酸氢钠 、 sodium iodide 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 、 丙酮 为溶剂， 反应 41.0h， 生成 (2S,6S)-1-tert-butyldimethylsilyloxy-2,6-dimethyl-7-tetrahydropyranyloxyheptane
  参考文献：
  名称：

  Synthesis of the Enantiomers ofanti-2,6-Dimethylheptane-1,7-diol Monotetrahydropyranyl Ether and Their Conversion into the Enantiomers of the Sex Pheromone Components of the Apple Leafminer,Lyonetia prunifoliella

  摘要：

  Both (2R,6R)- and (2S,6S)-isomers of 2,6-dimethylheptane-1,7-diol monotetrahydropyranyl ether (4) were synthesized, and converted into the enantiomers of anti-10,14-dimethyl-1-octadecene (1), anti-5,9-dimethyloctadecane (2) and anti-5,9-dimethylheptadecane (3), the sex pheromone components of the apple leaf miner (Lyonetia prunifoliella).

  DOI：

  10.1002/1099-0690(200008)2000:15<2745::aid-ejoc2745>3.0.co;2-i

文献信息

• Synthesis of All the Stereoisomers of 13,17-Dimethyl-1-tritriacontene and 13,17-Dimethyl-1-pentatriacontene, the Contact Sex Pheromone Components of the Female Tsetse Fly, Glossina austeni
  作者：Taichi Kimura、David A. Carlson、Kenji Mori

  DOI：10.1002/1099-0690(200109)2001:17<3385::aid-ejoc3385>3.0.co;2-p

  日期：2001.9

  All of the stereoisomers of 13,17-dimethyl-1-tritriacontene (1) and 13,17-dimethyl-1-pentatriacontene (2), the contact sex pheromone components of the female tsetse fly (Glossina austeni), were synthesized starting from the enantiomers of the protected syn- and anti-2,6-dimethylheptane-1,7-diol (3), which were prepared from the enantiomers of methyl 3-hydroxy-2-methylpropanoate (4) and methyl phenyl

  雌性采采蝇 (Glossina austeni) 的接触性信息素成分 13,17-二甲基-1-tritricontene (1) 和 13,17-二甲基-1-pentacontene (2) 的所有立体异构体都是从合成的受保护的顺-和反-2,6-二甲基庚烷-1,7-二醇 (3) 的对映体，由 3-羟基-2-甲基丙酸甲酯 (4) 和甲基苯砜 (5) 的对映体制备.