diethyl 4-(4-ethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: diethyl 4-(4-ethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
• 化学式: C₂₁H₂₇NO₅
• 分子量: 373.449
• InChiKey: BNVMNGNFUZRRBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  73.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  乙酰乙酸乙酯 、 4-乙氧基苯甲醛 在 ammonium acetate 作用下， 以 neat (no solvent) 为溶剂， 反应 0.58h， 生成 diethyl 4-(4-ethoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  β-cyclodextrin-polyurethane polymer: A neutral and eco-friendly heterogeneous catalyst for the one-pot synthesis of 1,4-dihydropyridine and polyhydroquinolien derivatives via Hantzsch reaction under solvent-free conditions

  摘要：

  用 b-Cyclodextrin-polyurethane polymer (?-CDPU) 作为 1,4-二氢吡啶& 多氢喹啉衍生物的高效合成方法 以 b-Cyclodextrin-polyurethane polymer (?-CDPU) 为固定微孔和中性异相催化剂，通过四种 作为固定微孔和中性异相催化剂，通过四组分 在无溶剂条件下，通过醛、酮酯（2 mol）和醋酸铵的四组分偶合 在无溶剂条件下作为固定微孔和中性异相催化剂进行偶联。与经典的 反应相比，这种新方法具有收率高、反应时间短和方法简单等优点。 反应时间短、方法简单等优点。事实证明，? CDPU 是一种高效的异相催化剂，易于处理，只需简单过滤即可从反应混合物中去除。 CDPU 是一种高效的异相催化剂。 可在不损失反应活性的情况下进行回收和再利用。

  DOI：

  10.2298/jsc130112130k

文献信息

• USE OF COMPOSITIONS OBTAINED BY CALCINING PARTICULAR METAL-ACCUMULATING PLANTS FOR IMPLEMENTING CATALYTICAL REACTIONS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：US20150376224A1

  公开（公告）日：2015-12-31

  The use of metal-accumulating plants for implementing chemical reactions especially catalytical reactions.

  金属积累植物用于实现化学反应，特别是催化反应的使用。
• β-cyclodextrin-polyurethane polymer: A neutral and eco-friendly heterogeneous catalyst for the one-pot synthesis of 1,4-dihydropyridine and polyhydroquinolien derivatives via Hantzsch reaction under solvent-free conditions
  作者：Ali Kiasat、Simin Nazari、Jamal Davarpanah

  DOI：10.2298/jsc130112130k

  日期：——

  An efficient synthesis of 1,4-dihydropyridine & polyhydroquinolien derivatives using b-Cyclodextrin-polyurethane polymer (?-CDPU) as a stationary microvessel and neutral heterogeneous catalyst via a four component coupling of aldehydes, ?-ketoester (2 mol) and ammonium acetate under solvent-free conditions is described. Compared with the classical Hantzsch reaction, this new method has the advantages of good yield, short reaction time and methodological simplicity. ?-CDPU was proved to be an efficient heterogeneous catalyst which could be easily handled and removed from the reaction mixture by simple filtration, and also recovered and reused without loss of reactivity.

  用 b-Cyclodextrin-polyurethane polymer (?-CDPU) 作为 1,4-二氢吡啶& 多氢喹啉衍生物的高效合成方法 以 b-Cyclodextrin-polyurethane polymer (?-CDPU) 为固定微孔和中性异相催化剂，通过四种 作为固定微孔和中性异相催化剂，通过四组分 在无溶剂条件下，通过醛、酮酯（2 mol）和醋酸铵的四组分偶合 在无溶剂条件下作为固定微孔和中性异相催化剂进行偶联。与经典的 反应相比，这种新方法具有收率高、反应时间短和方法简单等优点。 反应时间短、方法简单等优点。事实证明，? CDPU 是一种高效的异相催化剂，易于处理，只需简单过滤即可从反应混合物中去除。 CDPU 是一种高效的异相催化剂。 可在不损失反应活性的情况下进行回收和再利用。
• Synthesis of diethyl 4-substituted-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylates as a new series of inhibitors against yeast α-glucosidase
  作者：Huma Niaz、Hamdy Kashtoh、Jalaluddin A.J. Khan、Ajmal Khan、Atia-tul- Wahab、Muhammad Tanveer Alam、Khalid Mohammed Khan、Shahnaz Perveen、M. Iqbal Choudhary

  DOI：10.1016/j.ejmech.2015.03.018

  日期：2015.5

  1,4-Dihydropyridine-3,5-dicarboxylate derivatives (1-25) were synthesized in high yields via Hantzsch reaction and evaluated for their a-glucosidase inhibitory activity. Compounds 1, 2, 6-8, 11, 13-15, and 23-25 showed a potent inhibitory activity against yeast alpha-glucosidase with IC50 values in the range of 35.0-273.7 mu M, when compared with the standard drug acarbose (IC50 = 937 +/- 1.60 mu M). Their structures were characterized by different spectroscopic techniques. The kinetics, selectivity, and toxicity studies on these compounds were also carried out. The kinetic studies on most active compounds 14 and 25 determined their modes of inhibition and dissociation constants K-i. Compound 14 was found to be a noncompetitive inhibitor with K-i = 25.0 +/- 0.06, while compound 25 was identified as a competitive inhibitor with K-i = 66.0 +/- 0.07 mu M. (C) 2015 Elsevier Masson SAS. All rights reserved.
• [EN] USE OF COMPOSITIONS OBTAINED BY CALCINING PARTICULAR METAL-ACCUMULATING PLANTS FOR IMPLEMENTING CATALYTICAL REACTIONS<br/>[FR] UTILISATION DE COMPOSITIONS OBTENUES PAR CALCINATION DE PLANTES PARTICULIÈRES ACCUMULANT DES MÉTAUX POUR LA MISE EN ŒUVRE DE RÉACTIONS CATALYTIQUES
  申请人：CENTRE NAT RECH SCIENT

  公开号：WO2014128283A1

  公开（公告）日：2014-08-28

  The invention relates to the use of metal-accumulating plants for implementing chemical reactions especially catalytical reactions.
• MIL-101-SO₃H metal–organic framework as a Brønsted acid catalyst in Hantzsch reaction: an efficient and sustainable methodology for one-pot synthesis of 1,4-dihydropyridine
  作者：Nainamalai Devarajan、Palaniswamy Suresh

  DOI：10.1039/c9nj00990f

  日期：——

  4-dihydropyridine under simple reaction conditions using renewable ethanol as the solvent. The present methodology tolerates various functional groups and allows the synthesis of 1,4-dihydropyridine derivatives in good to excellent yields through Hantzsch reaction. The developed methodology proceeds under mild conditions, avoids corrosive reagents and special reaction conditions, and is amenable to gram scale

  使用MIL-101-SO 3开发了一种简单有效的方法，用于一锅多组分合成1,4-二氢吡啶H金属-有机框架，为固体布朗斯台德酸。在整个构架中均匀分布的布朗斯台德酸性磺酸位点的存在和高稳定性使该催化剂在使用可再生乙醇作为溶剂的简单反应条件下，对合成1,4-二氢吡啶具有极好的反应活性。本方法学容许各种官能团，并允许通过汉茨反应以良好至优异的产率合成1，4-二氢吡啶衍生物。所开发的方法在温和的条件下进行，避免了腐蚀性试剂和特殊的反应条件，并且适用于克规模的合成。催化剂的易回收性和可重复使用性证明了催化剂的可持续性，因为它可以重复使用几次而不会损失活性，