2-(tert-butylamino)-2-oxo-1-(p-tolyl)ethyl benzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(tert-butylamino)-2-oxo-1-(p-tolyl)ethyl benzoate
• 英文别名: [2-(Tert-butylamino)-1-(4-methylphenyl)-2-oxoethyl] benzoate；[2-(tert-butylamino)-1-(4-methylphenyl)-2-oxoethyl] benzoate
• 化学式: C₂₀H₂₃NO₃
• 分子量: 325.408
• InChiKey: KWBGFRZDZXYIPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  toluene-4-sulfonic acid-(4-methyl-benzyl ester) 在 碳酸氢钠 、 二甲基亚砜 作用下， 反应 5.0h， 生成 2-(tert-butylamino)-2-oxo-1-(p-tolyl)ethyl benzoate
  参考文献：
  名称：

  A new modification of the Passerini reaction: a one-pot synthesis of α-acyloxyamides via sequential Kornblum oxidation/Passerini reaction

  摘要：

  A novel approach for the synthesis of alpha-acyloxyamides is described. Benzylic substrates (halides or tosylates), under mild Kornblum conditions, are oxidized to give the corresponding aldehydes, which undergo a Passerini reaction with carboxylic acids and isocyanides to produce the corresponding alpha-acyloxyamides in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.02.007

文献信息

• Synthesis of Ugi 4-CR and Passerini 3-CR Adducts under Mechanochemical Activation
  作者：Luis A. Polindara-García、Eusebio Juaristi

  DOI：10.1002/ejoc.201501371

  日期：2016.2

  a mechanochemical activation strategy that employs high-speed ball milling (HSBM) conditions for isocyanide-based multicomponent reactions (IMCRs) was developed. The syntheses of valuable Ugi (by a liquid-assisted grinding process) and Passerini (under solvent-free conditions) adducts were achieved by using this method. The protocol disclosed herein allows for the modular synthesis of various compounds

  开发了一种机械化学活化策略的成功应用，该策略采用高速球磨 (HSBM) 条件进行基于异氰化物的多组分反应 (IMCR)。使用这种方法合成了有价值的 Ugi（通过液体辅助研磨过程）和 Passerini（在无溶剂条件下）加合物。本文公开的协议允许根据绿色化学原理模块化合成各种化合物, 特别是环境友好的条件、高原子经济性和无毒性副产物。
• Vitamin C as a green and robust catalyst for the fast and efficient synthesis of valuable organic compounds via multi-component reactions in water
  作者：Ahmad Shaabani、Vida Khodkari、Mohammad Taghi Nazeri、Shima Ghasemi、Reza Mohammadian、Shabnam Shaabani

  DOI：10.1007/s13738-019-01655-w

  日期：2019.8

  present paper, we report l-ascorbic acid (vitamin C) as an efficient and robust catalyst for the straightforward synthesis of various organic compounds, including carboxamide, benzodiazepine and benzoxazepine derivatives. These compounds with potential drug value which exhibit a broad spectrum biological and pharmacological activities were successfully accessed with vitamin C catalytic system under environmentally

  摘要在本文中，我们报告了1-抗坏血酸（维生素C）作为直接合成各种有机化合物（包括羧酰胺，苯并二氮杂卓和苯并氮杂卓衍生物）的有效和稳健的催化剂。在水中环境友好的条件下，使用维生素C催化系统成功地获得了具有广谱生物学和药理活性的具有潜在药物价值的化合物。该方案的主要优点是操作简便，反应条件温和，反应时间短且收率高以及底物通用性好。 图形概要
• A novel and green version of the Passerini reaction in an ionic liquid ([bmim][BF₄])
  作者：Xuesen Fan、Yanzhen Li、Xinying Zhang、Guirong Qu、Jianji Wang

  DOI：10.1139/v06-070

  日期：2006.5.1

  The Passerini three-component condensation among a carboxylic acid (1), an aldehyde or ketone (2), and an isocyanide (3) was carried out for the first time in an ionic liquid, [bmim][BF₄], and a series of acyloxycarboxamides were obtained through this reaction. The method presented herein has the advantages of high efficiency, a greener nature, and a simple operational procedure. Moreover, the ionic liquid can be easily recovered and reused for several runs without obvious loss of efficiency.Key words: Passerini reaction, acyloxycarboxamides, ionic liquid, green synthesis.

  首次在离子液体 [bmim][BF4]中进行了羧酸（1）、醛或酮（2）和异氰酸酯（3）之间的 Passerini 三组分缩合反应，并通过该反应获得了一系列酰氧基羧酰胺。本文介绍的方法具有效率高、更环保、操作步骤简单等优点。此外，离子液体可以很容易地回收并重复使用多次，而不会有明显的效率损失：Passerini 反应、酰氧基甲酰胺、离子液体、绿色合成。
• A new modification of the Passerini reaction: a one-pot synthesis of α-acyloxyamides via sequential Kornblum oxidation/Passerini reaction
  作者：Mehdi Adib、Ehsan Sheikhi、Marjan Azimzadeh

  DOI：10.1016/j.tetlet.2015.02.007

  日期：2015.4

  A novel approach for the synthesis of alpha-acyloxyamides is described. Benzylic substrates (halides or tosylates), under mild Kornblum conditions, are oxidized to give the corresponding aldehydes, which undergo a Passerini reaction with carboxylic acids and isocyanides to produce the corresponding alpha-acyloxyamides in excellent yields. (C) 2015 Elsevier Ltd. All rights reserved.