tert-butyl 6-(trifluoromethyl)-4-hydroxy-2-oxocyclohex-3-ene carboxylate | 1377150-75-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tert-butyl 6-(trifluoromethyl)-4-hydroxy-2-oxocyclohex-3-ene carboxylate
• CAS: 1377150-75-8
• 化学式: C₁₂H₁₅F₃O₄
• 分子量: 280.244
• InChiKey: UEJSVGWXFDLERS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-氨基-5-甲基异恶唑 、 tert-butyl 6-(trifluoromethyl)-4-hydroxy-2-oxocyclohex-3-ene carboxylate 以 乙醇 为溶剂， 反应 6.0h， 以22.4%的产率得到tert-butyl 4-(5-methylisoxazol-3-ylamino)-6-trifluoromethyl-2-oxocyclohex-3-ene carboxylate
  参考文献：
  名称：

  Enaminones 12. An explanation of anticonvulsant activity and toxicity per Linus Pauling’s clathrate hypothesis

  摘要：

  The x-ray crystal structure of 3-((5-methylisoxazol-3-yl)amino)-5-methylcyclohex-2-enone (12b) and 3((5-methylisoxazolyl-3-yl)amino)-5,5-dimethylcyclohex-2-enone (12c) were determined and correlated to their anticonvulsant activity in mice and rats. A hypothesis for the toxicity of the analogs are advanced. In addition, a series of 5-methyl-N-(3-oxocyclohex-1-enyl)-isoxazole-3-carboxamides were synthesized and evaluated for anticonvulsant activity. These compounds were compared to the activity of the corresponding amino and aminomethyl enaminones. Additional investigation involved the synthesis and evaluation of a trifluoromethyl analog of the active isoxazole tert-butyl 4-(5-methisoxazol-3-yl-amino)-6-methyl-2-oxo-cyclohex-3-ene carboxylate (4f). Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2012.02.003
• 作为产物：
  描述：

  乙酰乙酸叔丁酯 、 4,4,4-三氟-2-丁酸乙酯 在 sodium 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以34.1%的产率得到tert-butyl 6-(trifluoromethyl)-4-hydroxy-2-oxocyclohex-3-ene carboxylate
  参考文献：
  名称：

  Enaminones 12. An explanation of anticonvulsant activity and toxicity per Linus Pauling’s clathrate hypothesis

  摘要：

  The x-ray crystal structure of 3-((5-methylisoxazol-3-yl)amino)-5-methylcyclohex-2-enone (12b) and 3((5-methylisoxazolyl-3-yl)amino)-5,5-dimethylcyclohex-2-enone (12c) were determined and correlated to their anticonvulsant activity in mice and rats. A hypothesis for the toxicity of the analogs are advanced. In addition, a series of 5-methyl-N-(3-oxocyclohex-1-enyl)-isoxazole-3-carboxamides were synthesized and evaluated for anticonvulsant activity. These compounds were compared to the activity of the corresponding amino and aminomethyl enaminones. Additional investigation involved the synthesis and evaluation of a trifluoromethyl analog of the active isoxazole tert-butyl 4-(5-methisoxazol-3-yl-amino)-6-methyl-2-oxo-cyclohex-3-ene carboxylate (4f). Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2012.02.003