Ethyl ((E)-1,3-diphenyl-3-trifluoromethyl-2-propene-1-yl) malonate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: Ethyl ((E)-1,3-diphenyl-3-trifluoromethyl-2-propene-1-yl) malonate
• 英文别名: 1-O-ethyl 3-O-[(E)-4,4,4-trifluoro-1,3-diphenylbut-2-enyl] propanedioate
• 化学式: C₂₁H₁₉F₃O₄
• 分子量: 392.375
• InChiKey: GYCNBUHFHKOZAJ-GHRIWEEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl ((E)-1,3-diphenyl-3-trifluoromethyl-2-propene-1-yl) malonate 在 碘 、 甲基三辛基氯化铵 、 potassium carbonate 作用下， 以 苯 为溶剂， 反应 2.0h， 以40%的产率得到4,6-Diphenyl-endo-6-trifluoromethyl-3-oxabicyclo[3.1.0]hexan-2-one-1-carboxylic acid ethyl ester
  参考文献：
  名称：

  Unexpected substituent effect in the stereoselective synthesis of trifluoromethyl group containing cyclopropane lactones

  摘要：

  Methyl or phenyl substitution in the allylic position of malonic esters of (E)-3-phenyl-3-trifluoromethyI-2-propen-1-ol resulted in unexpected and unprecedented stereospecific formation of the corresponding cyclopropane lactone derivatives by a multistep reaction with iodine in the presence of potassium carbonate and phase transfer catalyst. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00309-7
• 作为产物：
  描述：

  丙二酸单乙酯 、 (E)-4,4,4-trifluoro-1,3-diphenylbut-2-en-1-ol 在 N,N'-二环己基碳二亚胺 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以52%的产率得到Ethyl ((E)-1,3-diphenyl-3-trifluoromethyl-2-propene-1-yl) malonate
  参考文献：
  名称：

  Unexpected substituent effect in the stereoselective synthesis of trifluoromethyl group containing cyclopropane lactones

  摘要：

  Methyl or phenyl substitution in the allylic position of malonic esters of (E)-3-phenyl-3-trifluoromethyI-2-propen-1-ol resulted in unexpected and unprecedented stereospecific formation of the corresponding cyclopropane lactone derivatives by a multistep reaction with iodine in the presence of potassium carbonate and phase transfer catalyst. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00309-7

文献信息

• Unexpected substituent effect in the stereoselective synthesis of trifluoromethyl group containing cyclopropane lactones
  作者：Ferenc Faigl、Zoltán Finta、Zoltán Hell、István Kövesdi、László Tõke

  DOI：10.1016/s0022-1139(99)00309-7

  日期：2000.4

  Methyl or phenyl substitution in the allylic position of malonic esters of (E)-3-phenyl-3-trifluoromethyI-2-propen-1-ol resulted in unexpected and unprecedented stereospecific formation of the corresponding cyclopropane lactone derivatives by a multistep reaction with iodine in the presence of potassium carbonate and phase transfer catalyst. (C) 2000 Elsevier Science S.A. All rights reserved.