pyrrolidine-1-carbodithioic acid 3-oxo-1,3-diphenyl-propyl ester

• 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: pyrrolidine-1-carbodithioic acid 3-oxo-1,3-diphenyl-propyl ester
• 英文别名: pyrrolidine-1-carbodithioic acid-3-oxo-1,3-diphenylpropyl ester；(3-Oxo-1,3-diphenylpropyl) pyrrolidine-1-carbodithioate
• 化学式: C₂₀H₂₁NOS₂
• 分子量: 355.525
• InChiKey: BVDHRWFXTFFLGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  77.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙酮 在 potassium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.5h， 生成 pyrrolidine-1-carbodithioic acid 3-oxo-1,3-diphenyl-propyl ester
  参考文献：
  名称：

  Design, synthesis, molecular docking and biological evaluation of new dithiocarbamates substituted benzimidazole and chalcones as possible chemotherapeutic agents

  摘要：

  A series of novel dithiocarbamates with benzimidazole and chalcone scaffold have been designed synthesised and evaluated for their antimitotic activity. Compounds 4c and 9d display the most promising antimitotic activity with IC50 of 1.66 mu M and 1.52 mu M respectively. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.018

文献信息

• Catalysis by Ionic Liquids: Significant Rate Acceleration with the Use of [pmIm]Br in the Three-Component Synthesis of Dithio­carbamates
  作者：Brindaban C. Ranu、Amit Saha、Subhash Banerjee

  DOI：10.1002/ejoc.200700842

  日期：2008.1

  An easily accessible neutral ionic liquid, 1-methyl-3-pentylimidazolium bromide, promoted a one-pot three-component condensation of an amine, carbon disulfide, and an activated alkene/dichloromethane/epoxide to produce the corresponding dithiocarbamates in high yields at room temperature. The reactions are very fast in ionic liquids relative to those in other reaction media. These reactions do not

  一种易于获得的中性离子液体，1-甲基-3-戊基咪唑溴化物，促进了胺、二硫化碳和活性烯烃/二氯甲烷/环氧化物的一锅三组分缩合反应，在室温下以高产率制备相应的二硫代氨基甲酸酯温度。与在其他反应介质中的反应相比，离子液体中的反应速度非常快。这些反应不需要任何额外的催化剂或溶剂。离子液体可回收再循环用于后续反应。提出了一个合理的机制。
• Waste-Free and Environment-Friendly Uncatalyzed Synthesis of Dithiocarbamates under Solvent-Free Conditions
  作者：Najmedin Azizi、Mohammad Saidi、Forogh Ebrahimi、Elham Aakbari、Fezzeh Aryanasab

  DOI：10.1055/s-2007-991085

  日期：——

  A mild, convenient, and practical one-pot procedure for the direct synthesis of dithiocarbamates has been developed by condensation of amines, CS 2 , and a Michael acceptor, under solvent-free conditions at room temperature in good to excellent yields.

  一种温和、方便且实用的直接合成二硫代氨基甲酸酯的一锅法已通过胺、CS 2 和迈克尔受体在室温下的无溶剂条件下缩合而成，收率良好至极好。
• An efficient synthesis of aryldithiocarbamic acid esters from Michael addition of electron-deficient alkenes with arylamines and CS2 in solid media alkaline Al2O3
  作者：Shuai Xia、Xin Wang、Ze-mei Ge、Tie-ming Cheng、Run-tao Li

  DOI：10.1016/j.tet.2008.11.084

  日期：2009.1

  An efficient synthesis of dithiocarbamic acid esters from Michael addition of electron-deficient alkenes with arylamines and CS2 in solid media alkaline Al2O3 was presented. This method was suitable for a wide range of amines and a variety of Michael receptors. Specially, a series of aryldithiocarbamic acid esters was obtained from arylamines through this method. The protocol offers clean reactions and high yields with simple experimental procedures. Besides, the alkaline Al2O3 could be reused. (C) 2008 Elsevier Ltd. All rights reserved.
• An expedient, fast and competent synthesis of organic dithiocarbamates over nanocrystalline MgO in water at room temperature
  作者：Bikash Karmakar、Julie Banerji

  DOI：10.1016/j.tetlet.2011.09.131

  日期：2011.12

  A new, expeditious, efficient and eco-friendly method for the synthesis of organic dithiocarbamates has been achieved at room temperature using basic nanocrystalline MgO catalyst in aqueous condition. The method has been applied for the synthesis of a range of compounds with variable functionalities in excellent yield and selectivity. (C)2011 Elsevier Ltd. All rights reserved.
• One-Pot Synthesis of Dithiocarbamates Accelerated in Water
  作者：Najmodin Azizi、Fezzeh Aryanasab、Lalleh Torkiyan、Azim Ziyaei、Mohammad Reza Saidi

  DOI：10.1021/jo060048g

  日期：2006.4.1

  Highly efficient one-pot reactions of amines and carbon disulfide with alpha,beta-unsaturated compounds were carried out in water under a mild and green procedure with high yields.