ethyl (5-benzoyl-3-nitro-2-thienyl)(isopropyl)aminooxoacetate | 391864-89-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl (5-benzoyl-3-nitro-2-thienyl)(isopropyl)aminooxoacetate
• 英文别名: Ethyl 2-[(5-benzoyl-3-nitrothiophen-2-yl)-propan-2-ylamino]-2-oxoacetate
• CAS: 391864-89-4
• 化学式: C₁₈H₁₈N₂O₆S
• 分子量: 390.417
• InChiKey: JQIWATCZMXCGDX-UHFFFAOYSA-N

物化性质

• 沸点：
  549.4±60.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  138
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl (5-benzoyl-3-nitro-2-thienyl)(isopropyl)aminooxoacetate 在 potassium tert-butylate 、 铁粉 、 氯磷酸二乙酯 作用下， 以 四氢呋喃 、 水 、 溶剂黄146 为溶剂， 反应 0.17h， 生成 7-benzoyl-3-(5-tert-butyl-1,2,4-oxadiazol-3-yl)-5-isopropyl-4-oxo-4,5-dihydroimidazo[1,5-a]thieno[2,3-e]pyrazin-4-one
  参考文献：
  名称：

  Synthesis of 1,2,4-Oxadiazolylimidazo[1,5-a]thieno[2,3-e]pyrazines as Ligands for the g-Aminobutyric Acid A/Benzodiazepine Receptor Complex

  摘要：

  Starting from 5-benzoyl-2-chloro-3-nitrothiophene the thieno[2,3-b]pyrazine-2,3-dione ring system (4) was synthesized. This compound was reacted with potassium tert-butoxide and diethyl chlorophosphate to give diethyl 7-benzoyl-4-isopropyl-3-oxo-3,4-dihydrothieno[2,3-b]pyrazin-2-ylphosphate (5), which gave with the desired 5-alkyl-3-isocyanomethyl-1,2,4-oxadiazoles in the presence of additional potassium tert-butoxide the 1,2,4-oxadiazolylimidazo[1,5-a]thieno[2,3-e]pyrazine derivatives (6-10) as ligands for the gamma -aminobutyric acid A / benzodiazepine receptor complex.

  DOI：

  10.3987/com-01-9297
• 作为产物：
  描述：

  (5-Chlor-4-nitro-2-thienyl)-phenylmethanon 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.17h， 生成 ethyl (5-benzoyl-3-nitro-2-thienyl)(isopropyl)aminooxoacetate
  参考文献：
  名称：

  Synthesis of 1,2,4-Oxadiazolylimidazo[1,5-a]thieno[2,3-e]pyrazines as Ligands for the g-Aminobutyric Acid A/Benzodiazepine Receptor Complex

  摘要：

  Starting from 5-benzoyl-2-chloro-3-nitrothiophene the thieno[2,3-b]pyrazine-2,3-dione ring system (4) was synthesized. This compound was reacted with potassium tert-butoxide and diethyl chlorophosphate to give diethyl 7-benzoyl-4-isopropyl-3-oxo-3,4-dihydrothieno[2,3-b]pyrazin-2-ylphosphate (5), which gave with the desired 5-alkyl-3-isocyanomethyl-1,2,4-oxadiazoles in the presence of additional potassium tert-butoxide the 1,2,4-oxadiazolylimidazo[1,5-a]thieno[2,3-e]pyrazine derivatives (6-10) as ligands for the gamma -aminobutyric acid A / benzodiazepine receptor complex.

  DOI：

  10.3987/com-01-9297

文献信息

• Synthesis of 1,2,4-Oxadiazolylimidazo[1,5-a]thieno[2,3-e]pyrazines as Ligands for the g-Aminobutyric Acid A/Benzodiazepine Receptor Complex
  作者：Thomas Erker、Karin Trinkl

  DOI：10.3987/com-01-9297

  日期：——

  Starting from 5-benzoyl-2-chloro-3-nitrothiophene the thieno[2,3-b]pyrazine-2,3-dione ring system (4) was synthesized. This compound was reacted with potassium tert-butoxide and diethyl chlorophosphate to give diethyl 7-benzoyl-4-isopropyl-3-oxo-3,4-dihydrothieno[2,3-b]pyrazin-2-ylphosphate (5), which gave with the desired 5-alkyl-3-isocyanomethyl-1,2,4-oxadiazoles in the presence of additional potassium tert-butoxide the 1,2,4-oxadiazolylimidazo[1,5-a]thieno[2,3-e]pyrazine derivatives (6-10) as ligands for the gamma -aminobutyric acid A / benzodiazepine receptor complex.