dimethyl 6-amino-5-cyano-4-(4-methoxyphenyl)-1-(p-tolyl)-1,4-dihydropyridine-2,3-dicarboxylate | 1239897-28-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: dimethyl 6-amino-5-cyano-4-(4-methoxyphenyl)-1-(p-tolyl)-1,4-dihydropyridine-2,3-dicarboxylate
• CAS: 1239897-28-9
• 化学式: C₂₄H₂₃N₃O₅
• 分子量: 433.464
• InChiKey: QVBSWHDJFPSIJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  114.88
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  (4-甲氧基苄烯)丙二腈 、 乙烷,三氯氟- 、 丁炔二酸二甲酯 以 乙醇 为溶剂， 反应 10.0h， 生成 dimethyl 6-amino-5-cyano-4-(4-methoxyphenyl)-1-(p-tolyl)-1,4-dihydropyridine-2,3-dicarboxylate
  参考文献：
  名称：

  芳香醛，丙二腈，芳胺和乙二酸二羧酸酯的四组分反应合成多取代的二氢吡啶

  摘要：

  在三乙胺作为碱助催化剂的存在下，通过芳族醛，丙二腈，芳基胺和乙炔二羧酸酯在乙醇中的独特的四组分反应，开发了一种制备多取代的二氢吡啶的实用有效的方法。该四组分反应是原子有效的，高产率的，并且适用于各种各样的四组分反应。

  DOI：

  10.1021/ol101475b

文献信息

• One-Pot Multicomponent Reactions for the Efficient Synthesis of Highly Functionalized Dihydropyridines
  作者：Suman Pal、Lokman H. Choudhury、Tasneem Parvin

  DOI：10.1080/00397911.2011.618283

  日期：2013.3.1

  atom-economic, one-pot protocol has been developed for the synthesis of highly functionalized dihydropyridines via four-component reactions of aromatic aldehydes, arylamines, malononitrile, and dimethylacetylenedicarboxylate in the presence of sodium hydroxide in ethanol. This domino reaction proceeded smoothly in good to excellent yields and offered several advantages, including short reaction time, simple

  摘要 已开发出一种高效、原子经济、一锅法的方案，用于在乙醇中存在氢氧化钠的情况下，通过芳香醛、芳胺、丙二腈和二甲基乙炔二甲酸酯的四组分反应合成高度官能化的二氢吡啶。这种多米诺反应以良好的收率顺利进行，并提供了几个优点，包括反应时间短、实验程序简单以及适用于广泛的底物。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要
• Meglumine: an efficient, biodegradable, and recyclable green catalyst for one-pot synthesis of functionalized dihydropyridines
  作者：Hong-Shuo Chen、Rui-Yun Guo

  DOI：10.1007/s00706-015-1416-9

  日期：2015.8

  AbstractA green and efficient one-pot synthesis of functionalized dihydropyridines by four-component reaction of aldehydes, amine, malononitrile, and dimethyl acetylenedicarboxylate in presence of meglumine has been developed. The main advantages of this new methodology are reusability of catalyst, simplicity of the starting materials, short reaction time, one-pot and high yields of products. Graphical

  摘要通过醛，胺，丙二腈和乙炔二甲酸二甲酯的四组分反应，在葡甲胺存在下，绿色环保的一锅法合成官能化的二氢吡啶已得到开发。这种新方法的主要优点是催化剂的可重复使用性，原料的简单性，较短的反应时间，一锅法和高收率的产品。 图形概要
• Fe3O4@SiO2-NH2 Nanocomposite as a Robust and Effective Catalyst for the One-pot Synthesis of Polysubstituted Dihydropyridines
  作者：Mohammad Ali Ghasemzadeh、Mohammad Hossein Abdollahi-Basir

  DOI：10.17344/acsi.2016.2386

  日期：2016.9.15

  A practical, simple and efficient method for the synthesis of polysubstituted dihydropyridines was described via multicomponent reactions of aldehydes, arylamines, dimethyl acetylenedicarboxylate and malononitrile/ ethyl acetoacetate in the presence of Fe3O4@SiO2-NH2 nanocomposites. The present methodology provides a novel and efficient method for the synthesis of dihydropyridine derivatives with some advantages, such as excellent yields, short reaction times, recoverability and low catalyst loading. The nanomagnetic catalyst could be readily recovered using an external magnet and reused several times without any significant loss in activity. The catalyst was fully characterized by FT-IR, SEM, XRD, EDX and VSM analysis.