dimethyl 6-amino-5-cyano-1-(4-fluorophenyl)-4-(4-methoxyphenyl)-1,4-dihydropyridine-2,3-dicarboxylate

• 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-1-(4-fluorophenyl)-4-(4-methoxyphenyl)-1,4-dihydropyridine-2,3-dicarboxylate
• 英文别名: dimethyl 6-amino-5-cyano-1-(4-fluorophenyl)-4-(4-methoxyphenyl)-4H-pyridine-2,3-dicarboxylate
• 化学式: C₂₃H₂₀FN₃O₅
• 分子量: 437.427
• InChiKey: YUQOLUWQQSOWOX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-甲氧基苯甲醛 、 丁炔二酸二甲酯 、 4-氟苯胺 、 丙二腈 在 rose bengal 作用下， 以 乙醇 、 水 为溶剂， 以88 %的产率得到dimethyl 6-amino-5-cyano-1-(4-fluorophenyl)-4-(4-methoxyphenyl)-1,4-dihydropyridine-2,3-dicarboxylate
  参考文献：
  名称：

  可见光诱导的有机光催化和单线态氧引发的 1,4-二氢吡啶、C-3 功能化螺 [indoline-3,4'-pyridines] 和 C-11 功能化螺 [indeno-[1,2-b] 的多米诺结构]quinoxaline-11,4'-pyridines]

  摘要：

  一种高效的盆栽、原子和步骤经济方法，用于构建具有药理作用的结构功能化 1,4-二氢吡啶、季中心 C-3 功能化螺 [indoline-3,4'-吡啶] 和 C-11 功能化螺[已经开发了在室温下在水性介质中在蓝色 LED 照射下通过玫瑰红光氧化还原催化茚并[1,2- b ]喹喔啉-11,4'-吡啶] 。在具有高反应质量效率和过程质量强度的绿色溶剂系统中，在无过渡金属和无配体的节能条件下，产品在短反应时间内以优异的收率分离出各种官能团，这是关键优势目前的工作。

  DOI：

  10.1039/d3ob00043e

文献信息

• A facile, efficacious and reusable Sm2O3/ZrO2 catalyst for the novel synthesis of functionalized 1,4-dihydropyridine derivatives
  作者：Sebenzile Shabalala、Suresh Maddila、Werner E. van Zyl、Sreekantha B. Jonnalagadda

  DOI：10.1016/j.catcom.2016.02.017

  日期：2016.4

  An efficient four component/one-pot protocol was developed for synthesis of novel functionalized 1,4-dihydropyridines at room temperature by a reaction of malononitrile, substituted aldehydes, dimethylacetylenedicarboxylate and 4-fluoroaniline in ethanol and using Sm2O3/ZrO2 as catalyst. All reactions were completed in <20 min. The structures of all the new compounds were confirmed by different spectral analyses. The catalyst, Sm2O3/ZrO2 was synthesized and characterized by various techniques including powder X-ray diffraction, N-2 adsorption/desorption, scanning electron microscopy, and transmission electron microscopy analysis. The key advantages of this process are good to high yields (87 to 96%), short reaction times, easy work-up, reusability and no chromatographic purification. (C) 2016 Elsevier B.V. All rights reserved.
• Visible-light-induced organophotocatalytic and singlet oxygen-initiated domino construction of 1,4-dihydropyridines, C-3 functionalized spiro[indoline-3,4′-pyridines] and C-11 functionalized spiro[indeno-[1,2-<i>b</i>]quinoxaline-11,4′-pyridines]
  作者：Biplob Borah、Mihir Patat、Vipin Singh、Murugesan Sivaprakash、Madavi S. Prasad、L. Raju Chowhan

  DOI：10.1039/d3ob00043e

  日期：——

  method for the construction of pharmacologically potent structurally functionalized 1,4-dihydropyridines, quaternary centered C-3 functionalized spiro[indoline-3,4′-pyridines], and C-11 functionalized spiro[indeno[1,2-b]quinoxaline-11,4′-pyridines] via rose bengal photoredox catalysis under blue LED irradiation in an aqueous medium at room temperature has been developed. The products were isolated in excellent

  一种高效的盆栽、原子和步骤经济方法，用于构建具有药理作用的结构功能化 1,4-二氢吡啶、季中心 C-3 功能化螺 [indoline-3,4'-吡啶] 和 C-11 功能化螺[已经开发了在室温下在水性介质中在蓝色 LED 照射下通过玫瑰红光氧化还原催化茚并[1,2- b ]喹喔啉-11,4'-吡啶] 。在具有高反应质量效率和过程质量强度的绿色溶剂系统中，在无过渡金属和无配体的节能条件下，产品在短反应时间内以优异的收率分离出各种官能团，这是关键优势目前的工作。