1-Ethyl-4-(2,3,5,6-tetrafluoro-4-nitro-phenyl)-piperazine | 423755-62-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-Ethyl-4-(2,3,5,6-tetrafluoro-4-nitro-phenyl)-piperazine
• 英文别名: 1-Ethyl-4-(2,3,5,6-tetrafluoro-4-nitrophenyl)piperazine
• CAS: 423755-62-8
• 化学式: C₁₂H₁₃F₄N₃O₂
• 分子量: 307.248
• InChiKey: VIAYJXHYGJUCRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  L-丝氨酸 、 环己胺 、 1-Ethyl-4-(2,3,5,6-tetrafluoro-4-nitro-phenyl)-piperazine 生成
  参考文献：
  名称：

  Pentafluoronitrobenzene a novel scaffold for the solid-phase synthesis of 2,4,6-substituted-3,5-difluoronitrobenzene libraries

  摘要：

  The use of pentafluoronitrobenzene as a scaffold for solid-phase synthesis of 2,4,6-substituted-3,5-difluoronitrobenzenes is described. The scaffold is amenable to the synthesis of structurally diverse combinatorial libraries. Primary and secondary amines can be introduced to the scaffold via three successive nucleophilic aromatic substitutions under increasingly forcing conditions. The synthesis of a 36-member validation library is described as follows. Displacement of the para-fluorine was achieved in solution with a set of primary and secondary amines. Following purification, the para-substituted scaffold was attached to an amino acid-loaded hydroxymethylbenzyloxypolystyrene resin via a second substitution of one of the ortho-fluorines. The final reactive ortho-fluorine was then displaced by a second set of amines. After cleavage from the solid support the library was furnished in good overall purity, as determined by LCMS. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02237-7
• 作为产物：
  描述：

  N-乙基哌嗪 、 五氟硝基苯 以 硝基甲烷 为溶剂， 以34%的产率得到1-Ethyl-4-(2,3,5,6-tetrafluoro-4-nitro-phenyl)-piperazine
  参考文献：
  名称：

  Pentafluoronitrobenzene a novel scaffold for the solid-phase synthesis of 2,4,6-substituted-3,5-difluoronitrobenzene libraries

  摘要：

  The use of pentafluoronitrobenzene as a scaffold for solid-phase synthesis of 2,4,6-substituted-3,5-difluoronitrobenzenes is described. The scaffold is amenable to the synthesis of structurally diverse combinatorial libraries. Primary and secondary amines can be introduced to the scaffold via three successive nucleophilic aromatic substitutions under increasingly forcing conditions. The synthesis of a 36-member validation library is described as follows. Displacement of the para-fluorine was achieved in solution with a set of primary and secondary amines. Following purification, the para-substituted scaffold was attached to an amino acid-loaded hydroxymethylbenzyloxypolystyrene resin via a second substitution of one of the ortho-fluorines. The final reactive ortho-fluorine was then displaced by a second set of amines. After cleavage from the solid support the library was furnished in good overall purity, as determined by LCMS. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02237-7