(2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate | 299926-66-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate
• 英文别名: (2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxy-1-heptyl tosylate；[(2R,6R)-2,6-dimethyl-7-(oxan-2-yloxy)heptyl] 4-methylbenzenesulfonate
• CAS: 299926-66-2
• 化学式: C₂₁H₃₄O₅S
• 分子量: 398.564
• InChiKey: VWEYEDJQOYBUIW-AQFHOAJTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  27
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate 在 对甲苯磺酸 、 magnesium 作用下， 以 四氢呋喃 、 吡啶 、 乙醇 为溶剂， 反应 66.0h， 生成 (10S,14S)-10,14-dimethyl-1-octadecene
  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,4RS,6R)-1-tert-butyldimethylsilyloxy-2,6-dimethyl-4-phenylsulfonyl-7-tetrahydropyranyloxyheptane 在 sodium amalgam 、 乙醇 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 42.0h， 生成 (2R,6R)-2,6-dimethyl-7-tetrahydropyranyloxyheptyl p-toleuenesulfonate
  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.