ethyl 4-(2,4-cyclopentadien-1-ylidene)valerate | 1190404-31-9

• 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-(2,4-cyclopentadien-1-ylidene)valerate
• 英文别名: Ethyl 4-cyclopenta-2,4-dien-1-ylidenepentanoate
• CAS: 1190404-31-9
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: AZTLPXGXPKUAOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  马来酸酐 、 ethyl 4-(2,4-cyclopentadien-1-ylidene)valerate 以 二氯甲烷 为溶剂， 以31%的产率得到(1S*,2R*,6S*,7R*)-10-(4-ethoxycarbonylbut-2-ylidene)-4-oxa-tricyclo[5.2.1.0(2,6)]-non-8-ene-3,5-dione
  参考文献：
  名称：

  Synthesis of cis,cis,cis-1-alkylidene-2,3,4,5-tetrakis(diphenylphosphinomethyl)cyclopentanes

  摘要：

  A new strategy to prepare tetradentate or pentadentate diphenylphosphine ligands has been explored from Diels-Alder adducts of fulvenes and maleic anhydride. A tetradentate phosphine ligand, bearing a side chain allowing the formation of a bond with polystyrene resin, has been prepared in seven steps from cyclopentadiene. The cis,cis,cis-1-cyclohexylidene-2,3,4,5-tetrakis(diphenylphosphinomethyl)cyclopentane (Cyclo-Tedicyp) in combination with [PdCl(C3H5)](2) led to an efficient catalyst for the Heck, Suzuki and Sonogashira coupling reactions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.016
• 作为产物：
  描述：

  环戊二烯 、 乙酰丙酸乙酯 在 四氢吡咯 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 0.15h， 以100%的产率得到ethyl 4-(2,4-cyclopentadien-1-ylidene)valerate
  参考文献：
  名称：

  Synthesis of cis,cis,cis-1-alkylidene-2,3,4,5-tetrakis(diphenylphosphinomethyl)cyclopentanes

  摘要：

  A new strategy to prepare tetradentate or pentadentate diphenylphosphine ligands has been explored from Diels-Alder adducts of fulvenes and maleic anhydride. A tetradentate phosphine ligand, bearing a side chain allowing the formation of a bond with polystyrene resin, has been prepared in seven steps from cyclopentadiene. The cis,cis,cis-1-cyclohexylidene-2,3,4,5-tetrakis(diphenylphosphinomethyl)cyclopentane (Cyclo-Tedicyp) in combination with [PdCl(C3H5)](2) led to an efficient catalyst for the Heck, Suzuki and Sonogashira coupling reactions. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.016