(2E)-1-(3,4-dimethoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one | 197227-41-1

• 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: (2E)-1-(3,4-dimethoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
• 英文别名: (E)-1-(3,4-dimethoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
• CAS: 197227-41-1
• 化学式: C₂₀H₂₂O₆
• 分子量: 358.391
• InChiKey: MBWOUYGUUKACAI-RMKNXTFCSA-N

物化性质

• 沸点：
  518.1±50.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2E)-1-(3,4-dimethoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one 在 sodium hydroxide 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 反应 0.66h， 生成 3-(4-chlorophenyl)-5,6-dimethoxyindan-1-one
  参考文献：
  名称：

  The synthesis of indanones related to combretastatin A-4 via microwave-assisted Nazarov cyclization of chalcones

  摘要：

  A fast and efficient microwave-assisted synthesis of combretastatin A-4-like indationes has been developed. Microwave irradiation provides a useful alternative to traditional heating techniques to promote the TFA-catalyzed Nazarov cyclization of chalcones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.12.110
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酮 、 2,3,4-三甲氧基苯甲醛 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 以90%的产率得到(2E)-1-(3,4-dimethoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
  参考文献：
  名称：

  The synthesis of indanones related to combretastatin A-4 via microwave-assisted Nazarov cyclization of chalcones

  摘要：

  A fast and efficient microwave-assisted synthesis of combretastatin A-4-like indationes has been developed. Microwave irradiation provides a useful alternative to traditional heating techniques to promote the TFA-catalyzed Nazarov cyclization of chalcones. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.12.110

文献信息

• Phenolic Constituents of Liquorice. VII. A New Chalcone with a Potent Radical Scavenging Activity and Accompanying Phenolics from Liquorice.
  作者：Tsutomu HATANO、Miyuki TAKAGI、Hideyuki ITO、Takashi YOSHIDA

  DOI：10.1248/cpb.45.1485

  日期：——

  Twenty-three phenolics including six new compounds were isolated from a commercial liquorice from North-eastern China. Structures 2-7 were assigned for the new compounds, designated as tetrahydroxy-methoxychalcone, isolicopyranocoumarin, glycyrrhiza-flavonol A, and glycyrrhiza-isoflavones A, B and C, respectively. Compound 2 showed the most potent scavenging effect on 1, 1-diphenyl-2-picrylhydrazyl radical among the tested polyphenols isolated from liquorice. Air-oxidation of 2 in alkaline dimethylsulfoxide solution gave strong ESR signals, indicating the stability of the radical species formed from 2.

  从东北地区的商业甘草中分离出23种酚类化合物，包括6种新化合物。新化合物的结构分别为2-7，分别命名为四羟基甲氧基查尔酮、异吡喃香豆素、甘草黄酮醇A、甘草异黄酮A、B和C。在从甘草中分离出的多酚类化合物中，化合物2对1,1-二苯基-2-苦基肼自由基的清除效果最强。在碱性二甲基亚砜溶液中，化合物2的空气氧化作用产生了强烈的ESR信号，表明由化合物2形成的自由基物种具有稳定性。
• The synthesis of indanones related to combretastatin A-4 via microwave-assisted Nazarov cyclization of chalcones
  作者：Nicholas J. Lawrence、E. Simon M. Armitage、Benjamin Greedy、Darren Cook、Sylvie Ducki、Alan T. McGown

  DOI：10.1016/j.tetlet.2005.12.110

  日期：2006.3

  A fast and efficient microwave-assisted synthesis of combretastatin A-4-like indationes has been developed. Microwave irradiation provides a useful alternative to traditional heating techniques to promote the TFA-catalyzed Nazarov cyclization of chalcones. (c) 2006 Elsevier Ltd. All rights reserved.