2,5-dimethoxybenzylidene(tetrahydrofuran-2ylmethyl)amine | 1352004-94-4

• 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: 2,5-dimethoxybenzylidene(tetrahydrofuran-2ylmethyl)amine
• 英文别名: 1-(2,5-dimethoxyphenyl)-N-(oxolan-2-ylmethyl)methanimine
• CAS: 1352004-94-4
• 化学式: C₁₄H₁₉NO₃
• 分子量: 249.31
• InChiKey: IDDHRLZSXDXPNG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  丁二酸酐 、 2,5-dimethoxybenzylidene(tetrahydrofuran-2ylmethyl)amine 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 生成 2-(2,5-Dimethoxyphenyl)-5-oxo-1-(oxolan-2-ylmethyl)pyrrolidine-3-carboxylic acid
  参考文献：
  名称：

  Toward Lead-Oriented Synthesis: One-Pot Version of Castagnoli Condensation with Nonactivated Alicyclic Anhydrides

  摘要：

  One-pot variation of Castagnoli condensation, that is, reaction of cyclic anhydrides, amines, and aldehydes, has been developed as a combinatorial approach to 1,2-disubstituted 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids, as well as their benzo-analogues. Utility of the method to multigram preparation of building blocks and synthetic intermediates was also demonstrated. The final products are obtained in high yields and diastereoselectivity. The method fits well in the concept of lead-oriented synthesis; in particular, it can be used for the design of lead-like Compound libraries, even if the strictest cut-offs are applied to the physicochemical properties of their members.

  DOI：

  10.1021/co4001277
• 作为产物：
  描述：

  2-四氢糠胺 、 2,5-二甲氧基苯甲醛 反应 0.2h， 以81%的产率得到2,5-dimethoxybenzylidene(tetrahydrofuran-2ylmethyl)amine
  参考文献：
  名称：

  某些单和双席夫氏碱的合成，抗炎和抗癌活性评估

  摘要：

  使用微波辐射技术（3a - h，5a - c）并通过在室温下简单研磨几分钟（3i，5d），合成了几个单席夫碱（3a - i）和双席夫碱（5a - f）。- ˚F）。所有这些化合物都通过光谱学方法和元素分析进行​​了表征。筛选它们的抗炎和抗癌活性（针对五种人类癌细胞系）。化合物5f显示出良好的抗炎作用，化合物3f，5a - f 表现出良好的抗癌活性。

  DOI：

  10.1007/s00044-011-9899-3

文献信息

• Synthesis, anti-inflammatory and anticancer activity evaluation of some mono- and bis-Schiff’s bases
  作者：Sham M. Sondhi、Surbhi Arya、Reshma Rani、Nikhil Kumar、Partha Roy

  DOI：10.1007/s00044-011-9899-3

  日期：2012.11

  Several mono-Schiff’s bases (3a–i) and bis-Schiff’s bases (5a–f) were synthesized using microwave irradiation technique (3a–h, 5a–c) and by simply grinding at room temperature for a few minutes (3i, 5d–f). All these compounds were characterized by spectroscopic means and elemental analysis. They were screened for anti-inflammatory and anticancer activities (against five human cancer cell lines). Compound

  使用微波辐射技术（3a - h，5a - c）并通过在室温下简单研磨几分钟（3i，5d），合成了几个单席夫碱（3a - i）和双席夫碱（5a - f）。- ˚F）。所有这些化合物都通过光谱学方法和元素分析进行​​了表征。筛选它们的抗炎和抗癌活性（针对五种人类癌细胞系）。化合物5f显示出良好的抗炎作用，化合物3f，5a - f 表现出良好的抗癌活性。
• Toward Lead-Oriented Synthesis: One-Pot Version of Castagnoli Condensation with Nonactivated Alicyclic Anhydrides
  作者：Sergey V. Ryabukhin、Dmitriy M. Panov、Dmitry S. Granat、Eugeniy N. Ostapchuk、Dmitriy V. Kryvoruchko、Oleksandr O. Grygorenko

  DOI：10.1021/co4001277

  日期：2014.3.10

  One-pot variation of Castagnoli condensation, that is, reaction of cyclic anhydrides, amines, and aldehydes, has been developed as a combinatorial approach to 1,2-disubstituted 5-oxopyrrolidine- and 6-oxopiperidine-3-carboxylic acids, as well as their benzo-analogues. Utility of the method to multigram preparation of building blocks and synthetic intermediates was also demonstrated. The final products are obtained in high yields and diastereoselectivity. The method fits well in the concept of lead-oriented synthesis; in particular, it can be used for the design of lead-like Compound libraries, even if the strictest cut-offs are applied to the physicochemical properties of their members.