Ethyl 4-methyldeca-4,9-dienoate | 137146-33-9

• 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: Ethyl 4-methyldeca-4,9-dienoate
• 英文别名: ethyl (4E)-4-methyldeca-4,9-dienoate
• CAS: 137146-33-9
• 化学式: C₁₃H₂₂O₂
• 分子量: 210.316
• InChiKey: YOWBSNSTGMYDFR-FMIVXFBMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  15.0
• 可旋转键数：
  8.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  Ethyl 4-methyldeca-4,9-dienoate 在 正丁基锂 、 potassium acetate 、 manganese (II) acetate tetrahydrate 、 copper(II)(3,5-diisopropylsalicylate)2 、 乙酸酐 、 溶剂黄146 、 二异丙胺 作用下， 以 四氢呋喃 、 正己烷 、 乙酸乙酯 为溶剂， 反应 36.75h， 生成
  参考文献：
  名称：

  Divergent Synthesis of Pyrone Diterpenes via Radical Cross Coupling

  摘要：

  A divergent strategy for assembling pyrone diterpenes is presented. Capitalizing on the unique stereo-and chemoselectivity features of radical-based chemistry, the core decalin of these structures is efficiently forged using an electrochemically assisted oxidative radical polycyclization while key peripheral substituents are appended using decarboxylative radical cross couplings. In this way, access to four natural products (subglutinols A/B, higginsianin A, and sesquicillin A) is achieved in a concise and stereocontrolled fashion that is modular and amenable to future medicinal chemistry explorations.

  DOI：

  10.1021/jacs.8b04891
• 作为产物：
  描述：

  5-溴-1-戊烯 在 碘 、 magnesium 、 丙酸 作用下， 以 四氢呋喃 为溶剂， 反应 29.25h， 生成 Ethyl 4-methyldeca-4,9-dienoate
  参考文献：
  名称：

  Divergent Synthesis of Pyrone Diterpenes via Radical Cross Coupling

  摘要：

  A divergent strategy for assembling pyrone diterpenes is presented. Capitalizing on the unique stereo-and chemoselectivity features of radical-based chemistry, the core decalin of these structures is efficiently forged using an electrochemically assisted oxidative radical polycyclization while key peripheral substituents are appended using decarboxylative radical cross couplings. In this way, access to four natural products (subglutinols A/B, higginsianin A, and sesquicillin A) is achieved in a concise and stereocontrolled fashion that is modular and amenable to future medicinal chemistry explorations.

  DOI：

  10.1021/jacs.8b04891

文献信息

• Aspects of Manganese (III) - Promoted Oxidative Free Radical Cyclizations to Functionalized Bicyclic Systems
  作者：P. A. Zoretic、M. Ramchandani、M. L. Caspar

  DOI：10.1080/00397919108019776

  日期：1991.4

  Abstract The stereospecific formation of trans-decalin 7 from oxidative radical cyclization of 6 and formation of functionalized bicyclic systems from radical cyclization of 3 are detailed.

  摘要 详细介绍了 6 的氧化自由基环化反应生成反式十氢萘 7 和 3 自由基环化反应生成功能化双环体系的立体有择性。
• Batsanov, Andrei; Chen, Ligong; Gill, G. Bryon, Journal of the Chemical Society. Perkin transactions I, 1996, # 1, p. 45 - 56
  作者：Batsanov, Andrei、Chen, Ligong、Gill, G. Bryon、Pattenden, Gerald

  DOI：——

  日期：——