4-ethyl 1-methyl 2-trifluoromethylmaleinate

• 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: 4-ethyl 1-methyl 2-trifluoromethylmaleinate
• 英文别名: Methyl ethyl trifluoromethylmaleate；4-O-ethyl 1-O-methyl (E)-2-(trifluoromethyl)but-2-enedioate
• 化学式: C₈H₉F₃O₄
• 分子量: 226.152
• InChiKey: SPGCMHRZACAZOY-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  三氟丙酮酸甲酯 、 乙氧基乙炔 以 正己烷 、 二氯甲烷 为溶剂， 反应 4.0h， 以66%的产率得到4-ethyl 1-methyl 2-trifluoromethylmaleinate
  参考文献：
  名称：

  Carbonyl-yne reactions of 3,3,3-trifluoropyruvates

  摘要：

  An efficient synthesis of trifluoromethyl-containing 2,3-allenols via carbonyl-yne reaction of 3,3,3-trifluoropyruvates with acetylenes is described. In the presence of MgBr2.Et2O the reaction of methyl trifluoropyruvate with hex-1-yne proceeds diastereoselectively. Trifluoromethyl-substituted 2,3-allenols can be stereoselectively transformed into trifluoromethyl-substituted 2,5-dihydrofurans on treatment with AgNO3. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00084-x

文献信息

• SOLOSHONOK, V. A.;YAGUPOLSKIJ, YU. L.;KUXAR, V. P., ZH. ORGAN. XIMII, 25,(1989) N2, S. 2523-2527
  作者：SOLOSHONOK, V. A.、YAGUPOLSKIJ, YU. L.、KUXAR, V. P.

  DOI：——

  日期：——
• Carbonyl-yne reactions of 3,3,3-trifluoropyruvates
  作者：Alexander S Golubev、Natalia N Sergeeva、Lothar Hennig、Alexey F Kolomiets、Klaus Burger

  DOI：10.1016/s0040-4020(03)00084-x

  日期：2003.2

  An efficient synthesis of trifluoromethyl-containing 2,3-allenols via carbonyl-yne reaction of 3,3,3-trifluoropyruvates with acetylenes is described. In the presence of MgBr2.Et2O the reaction of methyl trifluoropyruvate with hex-1-yne proceeds diastereoselectively. Trifluoromethyl-substituted 2,3-allenols can be stereoselectively transformed into trifluoromethyl-substituted 2,5-dihydrofurans on treatment with AgNO3. (C) 2003 Elsevier Science Ltd. All rights reserved.