ethyl 7-ethyl-11-methyl-3-oxo-dodeca-6(E),10-dienoate | 463964-59-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: ethyl 7-ethyl-11-methyl-3-oxo-dodeca-6(E),10-dienoate
• 英文别名: ethyl (6E)-7-ethyl-11-methyl-3-oxododeca-6,10-dienoate
• CAS: 463964-59-2
• 化学式: C₁₇H₂₈O₃
• 分子量: 280.408
• InChiKey: KWOKUHIYBPASPT-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 7-ethyl-11-methyl-3-oxo-dodeca-6(E),10-dienoate 在 二(氰基苯)二氯化钯 copper(l) iodide 、 双(三甲基硅烷基)氨基钾 、 二异丁基氢化铝 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 、 甲苯 为溶剂， 反应 16.0h， 生成 3,11-dimethyl-7-ethyl-dodeca-2(E),6(E),10-trien-1-ol
  参考文献：
  名称：

  Synthesis of 7-Substituted Farnesyl Diphosphate Analogues

  摘要：

  [GRAPHICS]Six farnesyl diphosphate analogues modified in the central isoprene unit have been prepared via our stereoselective vinyl triflate-mediated route to isoprenoids. The 7-allyl compound 6 is a modest inhibitor of mammalian protein-farnesyl transferase, but surprisingly the other five analogues are effective alternative substrates for this enzyme.

  DOI：

  10.1021/ol026176i
• 作为产物：
  描述：

  7-methyl-3-oxo-oct-6-enoic acid ethyl ester 在 正丁基锂 、 四溴化碳 、 双(三甲基硅烷基)氨基钾 、 二异丁基氢化铝 、 三苯基膦 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 8.5h， 生成 ethyl 7-ethyl-11-methyl-3-oxo-dodeca-6(E),10-dienoate
  参考文献：
  名称：

  Synthesis of 7-Substituted Farnesyl Diphosphate Analogues

  摘要：

  [GRAPHICS]Six farnesyl diphosphate analogues modified in the central isoprene unit have been prepared via our stereoselective vinyl triflate-mediated route to isoprenoids. The 7-allyl compound 6 is a modest inhibitor of mammalian protein-farnesyl transferase, but surprisingly the other five analogues are effective alternative substrates for this enzyme.

  DOI：

  10.1021/ol026176i

文献信息

• Novel olfactory ligands via terpene synthases
  作者：Sabrina Touchet、Keith Chamberlain、Christine M. Woodcock、David J. Miller、Michael A. Birkett、John A. Pickett、Rudolf K. Allemann

  DOI：10.1039/c5cc01814e

  日期：——

  A synthetic biology approach to the rational design of novel olfactory ligands is described.

  描述了一种合成生物学方法来合理设计新型嗅觉配体。
• [EN] OLFACTORY LIGANDS<br/>[FR] LIGANDS OLFACTIFS
  申请人：UNIV CARDIFF

  公开号：WO2016110671A1

  公开（公告）日：2016-07-14

  The invention provides analogues of (S)-germacrene D analogue which have improved insect repellent properties compared to (S)-germacrene D analogue or which have insect attractant properties.
• Synthesis of 7-Substituted Farnesyl Diphosphate Analogues
  作者：Diwan S. Rawat、Richard A. Gibbs

  DOI：10.1021/ol026176i

  日期：2002.9.1

  [GRAPHICS]Six farnesyl diphosphate analogues modified in the central isoprene unit have been prepared via our stereoselective vinyl triflate-mediated route to isoprenoids. The 7-allyl compound 6 is a modest inhibitor of mammalian protein-farnesyl transferase, but surprisingly the other five analogues are effective alternative substrates for this enzyme.