(S)-2-butylamino-N-[1-((3,5-dimethylphenyl)carbamoyl)ethyl]-3,5-dinitrobenzamide

• 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: (S)-2-butylamino-N-[1-((3,5-dimethylphenyl)carbamoyl)ethyl]-3,5-dinitrobenzamide
• 英文别名: 2-(butylamino)-N-[(2S)-1-(3,5-dimethylanilino)-1-oxopropan-2-yl]-3,5-dinitrobenzamide
• 化学式: C₂₂H₂₇N₅O₆
• 分子量: 457.486
• InChiKey: KVXWOTAEINWTMA-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  162
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-氯-3,5-二硝基苯甲酸 在 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-2-butylamino-N-[1-((3,5-dimethylphenyl)carbamoyl)ethyl]-3,5-dinitrobenzamide
  参考文献：
  名称：

  The enantiomeric recognition of dihydropyrimidonic compounds by chiral selectors derived from 4- or 2-chloro-3,5-dinitrobenzoic acid

  摘要：

  Six new chiral packing materials for high performance liquid chromatography have been prepared from chiral selectors consisting of 4- or 2-chloro-3,5-dinitrobenzoic acid, L-alanine and different pi-donor aromatic units. Comparative tests of these newly prepared CSPs on separation efficiency for 13 racemic dihydropyrimidonic (DHPM) analytes have revealed the strong contribution of the pi-acceptor branching unit, as well as the important influence of the structure of the terminal pi-donor unit. The role of the terminal aromatic group is primarily to increase the rigidity of the selector structure. Comparisons of the data revealed that selectors bound on the silica gel could be preorganized during the process of chiral recognition, resulting in the similar enantioseparation properties for DHPM analytes on both types of CSPs. However, some other compounds, such as amino alcohol beta-agonists, exhibit very different enantioseparations. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.01.042

文献信息

• The enantiomeric recognition of dihydropyrimidonic compounds by chiral selectors derived from 4- or 2-chloro-3,5-dinitrobenzoic acid
  作者：Ivana Gazić、Darko Kontrec、Andreja Lesac、Vladimir Vinković

  DOI：10.1016/j.tetasy.2005.01.042

  日期：2005.3

  Six new chiral packing materials for high performance liquid chromatography have been prepared from chiral selectors consisting of 4- or 2-chloro-3,5-dinitrobenzoic acid, L-alanine and different pi-donor aromatic units. Comparative tests of these newly prepared CSPs on separation efficiency for 13 racemic dihydropyrimidonic (DHPM) analytes have revealed the strong contribution of the pi-acceptor branching unit, as well as the important influence of the structure of the terminal pi-donor unit. The role of the terminal aromatic group is primarily to increase the rigidity of the selector structure. Comparisons of the data revealed that selectors bound on the silica gel could be preorganized during the process of chiral recognition, resulting in the similar enantioseparation properties for DHPM analytes on both types of CSPs. However, some other compounds, such as amino alcohol beta-agonists, exhibit very different enantioseparations. (C) 2005 Elsevier Ltd. All rights reserved.