methyl 1-(4-methoxyphenyl)-4-(4-methoxyphenylamino)-2,6-di(4-methoxyphenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate | 1130969-59-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: methyl 1-(4-methoxyphenyl)-4-(4-methoxyphenylamino)-2,6-di(4-methoxyphenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
• 英文别名: methyl 1,2,6-tris(4-methoxyphenyl)-4-(4-methoxyphenylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate；methyl 4-(4-methoxyanilino)-1,2,6-tris(4-methoxyphenyl)-3,6-dihydro-2H-pyridine-5-carboxylate
• CAS: 1130969-59-3
• 化学式: C₃₅H₃₆N₂O₆
• 分子量: 580.681
• InChiKey: LNBVBHQKBZKCSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  43
• 可旋转键数：
  11
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  78.5
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  甲氧苯胺 、 乙酰乙酸甲酯 在 bismuth(III) nitrate 作用下， 以 乙醇 为溶剂， 反应 0.42h， 以82%的产率得到methyl 1-(4-methoxyphenyl)-4-(4-methoxyphenylamino)-2,6-di(4-methoxyphenyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  Multicomponent synthesis and antimicrobial activity of alkyl 4-arylamino-1,2,6-triaryl-1,2,5,6-tetrahydropyridine-3-carboxylates

  摘要：

  Reaction of arylamines with aromatic aldehydes and beta-ketoesters in the presence of bismuth nitrate or crystalline iodine as a catalyst afforded to alkyl 4-arylamino-1,2,6-triaryl-1,2,5,6-tetrahydropyridine-3-carboxy-lates. Antimicrobial activity of the obtained compounds was studied.

  DOI：

  10.1134/s1070363215040131

文献信息

• Multicomponent preparation of highly functionalized piperidines using magnesium hydrogen sulfate as an efficient catalyst
  作者：Mohammad Reza Mohammad Shafiee、Batool Hojati Najafabadi、Majid Ghashang

  DOI：10.1007/s11164-012-0878-1

  日期：2013.10

  Abstract A simple, highly versatile, and efficient synthesis of functionalized piperidines is achieved by four-component cyclo-condensation of aldehydes, aromatic amines, and acetoacetic esters using magnesium hydrogen sulfate [Mg(HSO4)2] as a catalyst in acetonitrile as the solvent at room temperature. The key advantages of this procedure are high yields, easy work-up, and purification of products

  摘要 以硫酸氢镁[Mg（HSO 4）2 ]为催化剂，通过乙醛，芳族胺和乙酰乙酸酯的四组分环缩合反应，可以简单，高效地合成官能化哌啶。在室温下的溶剂。该方法的主要优点是高产率，易于后处理和通过非色谱法纯化产物。 图形概要
• An efficient one-pot multi-component synthesis of highly functionalized piperidines
  作者：Santosh V. Goswami、Prashant B. Thorat、Sudhakar R. Bhusare

  DOI：10.1515/hc-2012-0105

  日期：2012.12.1

  Abstract A simple, inexpensive and efficient one-pot synthesis of piperidine derivatives was achieved in excellent yield via the three-component reaction of substituted aniline, 1,3-dicarbonyl compound and aromatic aldehyde using phenylboronic acid as catalyst.

  摘要 以苯基硼酸为催化剂，通过取代苯胺、1,3-二羰基化合物和芳香醛的三组分反应，以优异的收率实现了简单、廉价、高效的哌啶衍生物一锅法合成。
• Organocatalyzed highly atom economic one pot synthesis of tetrahydropyridines as antimalarials
  作者：Mridul Misra、Swaroop Kumar Pandey、Vivek Parashar Pandey、Jyoti Pandey、Renu Tripathi、Rama Pati Tripathi

  DOI：10.1016/j.bmc.2008.11.062

  日期：2009.1

  A highly atom economic one pot synthesis of tetrahydropyridines was achieved by L-proline/TFA catalysed multicomponent reaction of beta-keto-esters, aromatic aldehydes and anilines. The synthesized compounds were screened against Plasmodium falciparum in vitro and one of them showed antimalarial activity with MIC as low as 0.09 mu g/mL. (C) 2008 Elsevier Ltd. All rights reserved.