1-(bromoacetyl)-2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-tetrahydro-7-(trifluoromethyl)quinoline | 96430-21-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(bromoacetyl)-2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-tetrahydro-7-(trifluoromethyl)quinoline
• CAS: 96430-21-6
• 化学式: C₁₈H₂₂BrF₃N₂O₃
• 分子量: 451.283
• InChiKey: GZAJWEWMNDTQRG-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  1-(bromoacetyl)-2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-tetrahydro-7-(trifluoromethyl)quinoline 在 potassium carbonate 、 三氟乙酸 作用下， 生成 2,3,4,4a,5,6-hexahydro-1-oxo-9-(trifluoromethyl)-1H-pyrazino<1,2-a>quinoline
  参考文献：
  名称：

  Bioactive conformation of 1-arylpiperazines at central serotonin receptors

  摘要：

  A number of 1-arylpiperazines have been characterized as direct-acting serotonin agonists. Conformational parameters of this class that may affect receptor recognition and binding have been examined through the analysis of X-ray data and synthesis of rigid analogues. Radioligand binding studies indicate that 2,3,4,4a,5,6-hexahydro-9-(trifluoromethyl)-1H-pyrazino[1,2-a]quinoline, an arylpiperazine that mimics the X-ray conformation of the serotonin agonist 1-(6-chloropyrazin-2-yl)piperazine, exhibits high affinity for serotonin receptors, suggesting that the two rings of 1-arylpiperazines are relatively coplanar in the bioactive conformation.

  DOI：

  10.1021/jm00145a017
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.5h， 生成 1-(bromoacetyl)-2-<<(tert-butyloxycarbonyl)amino>methyl>-1,2,3,4-tetrahydro-7-(trifluoromethyl)quinoline
  参考文献：
  名称：

  Bioactive conformation of 1-arylpiperazines at central serotonin receptors

  摘要：

  A number of 1-arylpiperazines have been characterized as direct-acting serotonin agonists. Conformational parameters of this class that may affect receptor recognition and binding have been examined through the analysis of X-ray data and synthesis of rigid analogues. Radioligand binding studies indicate that 2,3,4,4a,5,6-hexahydro-9-(trifluoromethyl)-1H-pyrazino[1,2-a]quinoline, an arylpiperazine that mimics the X-ray conformation of the serotonin agonist 1-(6-chloropyrazin-2-yl)piperazine, exhibits high affinity for serotonin receptors, suggesting that the two rings of 1-arylpiperazines are relatively coplanar in the bioactive conformation.

  DOI：

  10.1021/jm00145a017