N1-(3-chloro-4-fluorobenzyl)-2-cyclopropyl-5-methyl-N4-(2-methylphenyl)-3-oxoisoindoline-1,4-dicarboxamide | 1256358-19-6

• 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: N1-(3-chloro-4-fluorobenzyl)-2-cyclopropyl-5-methyl-N4-(2-methylphenyl)-3-oxoisoindoline-1,4-dicarboxamide
• 英文别名: 1-N-[(3-chloro-4-fluorophenyl)methyl]-2-cyclopropyl-5-methyl-4-N-(2-methylphenyl)-3-oxo-1H-isoindole-1,4-dicarboxamide
• CAS: 1256358-19-6
• 化学式: C₂₈H₂₅ClFN₃O₃
• 分子量: 505.976
• InChiKey: IGQPXWJZUJSVFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  36
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (E)-N'-[2-[(3-chloro-4-fluorophenyl)methylamino]-1-(5-methylthiophen-2-yl)-2-oxoethyl]-N'-cyclopropyl-N-(2-methylphenyl)but-2-enediamide 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以45%的产率得到N1-(3-chloro-4-fluorobenzyl)-2-cyclopropyl-5-methyl-N4-(2-methylphenyl)-3-oxoisoindoline-1,4-dicarboxamide
  参考文献：
  名称：

  Thiophene-containing products of the Ugi reaction in an oxidation-triggered IMDA/aromatization cascade: a simple access to 3-oxoisoindolines

  摘要：

  A novel approach to skeletally diverse 3-oxoisoindolines has been developed which includes preparation of Ugi adducts containing thiophene and fumaric acid residues. When treated with excess m-CPBA at room temperature, these precursors undergo a simple oxidative cycloaddition/aromatization transformation and the corresponding 3-oxoisoindoline products are isolated in fair chemical yield over two steps. The second step is thought to include S-oxidation/IMDA/S-oxidation/SO2 extrusion/aromatization events. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.07.135