Methyl 1,2,6-trip-tolyl-4-(p-tolylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate | 1242430-21-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: Methyl 1,2,6-trip-tolyl-4-(p-tolylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate
• 英文别名: Methyl 1,2,6-tri-p-tolyl-4-(p-tolylamino)-1,2,5,6-tetra hydropyridine-3-carboxylate；methyl 4-(4-methylanilino)-1,2,6-tris(4-methylphenyl)-3,6-dihydro-2H-pyridine-5-carboxylate
• CAS: 1242430-21-2
• 化学式: C₃₅H₃₆N₂O₂
• 分子量: 516.683
• InChiKey: XEXQUOKGOOZPEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  39
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对甲基苯甲醛 、 乙烷,三氯氟- 、 乙酰乙酸甲酯 在 草酸 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以85%的产率得到Methyl 1,2,6-trip-tolyl-4-(p-tolylamino)-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  以草酸二水合物为均相催化剂一锅五组分合成高官能度哌啶

  摘要：

  描述了一种有效的绿色方案，用于在乙二酸二水合物作为催化剂在乙醇中，环境温度下，通过芳族醛，苯胺和β-酮酸酯之间的一锅五组分反应制备高官能化的哌啶。这些化合物的结构和相对立体化学通过单X射线晶体学分析证实。

  DOI：

  10.1016/j.cclet.2012.03.008

文献信息

• Al(H2PO4)3 as an efficient and reusable catalyst for the multi-component synthesis of highly functionalized piperidines and dihydro-2-oxypyrroles
  作者：Seyed Sajad Sajadikhah、Nourallah Hazeri、Malek Taher Maghsoodlou、Sayyed Mostafa Habibi-Khorassani、Adel Beigbabaei、Anthony C. Willis

  DOI：10.1007/s13738-013-0222-8

  日期：2013.10

  Extremely facile and efficient procedures have been developed for the synthesis of highly functionalized piperidines and dihydro-2-oxypyrroles via one-pot multi-component reactions in the presence of Al(H2PO4)3 as a heterogeneous and eco-friendly catalyst under mild conditions. The multi-component reaction of aromatic aldehydes, aromatic amines, and β-keto esters catalyzed by Al(H2PO4)3 in EtOH at room

  在Al（H 2 PO 4）3作为非均相和生态友好型催化剂的存在下，通过单锅多组分反应合成高度官能化的哌啶和二氢-2-氧基吡咯的方法极为简便有效。温和的条件。Al（H 2 PO 4）3催化的芳香醛，芳香胺和β-酮酯的多组分反应在室温下，在乙醇中提供高官能度的哌啶，收率良好至极佳。这些功能化的哌啶的结构和相对立体化学通过单X射线晶体学分析证实。发现相同的催化剂可用于在环境温度下使用胺，乙炔二羧酸二烷基酯和甲醛在甲醇中的四组分反应来合成多官能化的二氢-2-氧基吡咯。发现该催化剂是可回收的，并且可以使用多达五次而不会显着降低其活性。
• 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
• Fe(NO₃)₃·9H₂O as Efficient Catalyst for One-pot Synthesis of Highly Functionalized Piperidines
  作者：Nourallah Hazeri、Malek Taher Maghsoodlou、Sayyed Mostafa Habibi-Khorassani、Jasem Aboonajmi、Seyed Sajad Sajadikhah

  DOI：10.1002/jccs.201200421

  日期：2013.4

  Fe(NO3)3·9H2O is used as an efficient and effective catalyst for the one‐pot three‐component synthesis of highly functionalized piperidines from aromatic aldehydes, anilines and b–ketoesters in ethanol at ambient temperature. This procedure includes some important aspects like the easy work‐up, no need to column chromatography, simple and readily available precursors, and good to high yields.

  Fe（NO 3）3 ·9H 2 O可作为一种有效的催化剂，用于在环境温度下由芳族醛，苯胺和b-酮酸酯在乙醇中一锅三组分合成高度官能化的哌啶。该程序包括一些重要方面，例如易于处理，无需柱色谱，简单易用的前体以及良好到高收率。
• Photocatalytic activity of Rose Bengal encapsulated in zeolitic imidazolate framework-8 (RB@ZIF-8): an innovative approach for the one pot synthesis of highly functionalized tetrahydropyridines and study of their anti-tubercular activity
  作者：Munmee Goswami、Pooja Paul、Chayan Pandya、Ridahunlang Nongkhlaw、Arup Dutta、Jyothi Kumari、Dharmarajan Sriram、Akella Sivaramakrishna、Rishanlang Nongkhlaw

  DOI：10.1039/d4cy00218k

  日期：——

  By exploring the photocatalytic activity of Rose Bengal (RB) encapsulated in zeolitic imidazolate framework-8 (ZIF-8) under visible light irradiation, we developed a unique approach for the synthesis of highly functionalized tetrahydropyridines at ambient temperature. This protocol shows generality across various types of benzaldehydes, anilines and alkyl acetoacetates. Feasible operation, availability

  通过探索可见光照射下封装在咪唑骨架-8（ZIF-8）沸石中的孟加拉红（RB）的光催化活性，我们开发了一种在环境温度下合成高功能化四氢吡啶的独特方法。该方案显示了各种类型的苯甲醛、苯胺和乙酰乙酸烷基酯的通用性。该方法具有操作可行、起始原料易得、免柱层析纯化、反应时间短、废物产生量低、产品多样性高、TON和TOF高等特点。合成化合物的体外抗结核研究表明，化合物5t在所有合成衍生物中显示出最高的活性。
• One-pot multicomponent synthesis of highly substituted piperidines using p-toluenesulfonic acid monohydrate as catalyst
  作者：Seyed Sajad Sajadikhah、Malek Taher Maghsoodlou、Nourallah Hazeri、Sayyed Mostafa Habibi-Khorassani、Sayyed Jalal Shams-Najafi

  DOI：10.1007/s00706-011-0671-7

  日期：2012.6

  p-Toluenesulfonic acid monohydrate (p-TsOH center dot H2O) is a highly effective and efficient catalyst for the one-pot multicomponent coupling of aldehydes, amines, and beta-ketoesters in EtOH at ambient temperature to give highly functionalized piperidines in high yields. This one-pot reaction has some important advantages such as the easy workup procedure, simple and readily available precursors, nontoxic and inexpensive catalyst, and good to high yields.