[5-Oxo-2-phenyl-oxazol-(4E)-ylidene]-acetic acid methyl ester | 273217-29-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [5-Oxo-2-phenyl-oxazol-(4E)-ylidene]-acetic acid methyl ester
• 英文别名: Uipmututgsuzlc-vqhvlokhsa-；methyl (2E)-2-(5-oxo-2-phenyl-1,3-oxazol-4-ylidene)acetate
• CAS: 273217-29-1
• 化学式: C₁₂H₉NO₄
• 分子量: 231.208
• InChiKey: UIPMUTUTGSUZLC-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  65
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [5-Oxo-2-phenyl-oxazol-(4E)-ylidene]-acetic acid methyl ester 在 水 作用下， 以90%的产率得到(E)-2-Benzoylamino-but-2-enedioic acid 4-methyl ester
  参考文献：
  名称：

  衍生自脱氢天冬氨酸酯的共轭磷腈与酰基卤的反应性。5(4H)-恶唑酮的合成

  摘要：

  The reactivity of N-vinylic phosphazenes derived from dehydroaspartic esters towards acyl halides is reported. Treatment of conjugated phosphazene with acyl halides led to the formation of N-acylated dehydroaspartic esters and alkenyl-5(4N)-oxazolones. When the reaction was performed in the presence of diethylamine, 1-diethylamino-3,4-dimethoxycarbonyl-2-aza-1,3-butadiene was obtained. Reaction of substituted 5(4H)-oxazolones with water, ethanol and amines gave N-acylated dehydroaspartic acid derivatives.

  DOI：

  10.3987/com-99-s130
• 作为产物：
  描述：

  苯甲酰氯 、 dimethyl 2-[(triphenyl-λ5-phosphanylidene)amino]but-2-enedioate 以 甲苯 为溶剂， 反应 16.0h， 生成 [5-Oxo-2-phenyl-oxazol-(4E)-ylidene]-acetic acid methyl ester 、 dimethyl 2-(benzamino)maleate
  参考文献：
  名称：

  衍生自脱氢天冬氨酸酯的共轭磷腈与酰基卤的反应性。5(4H)-恶唑酮的合成

  摘要：

  The reactivity of N-vinylic phosphazenes derived from dehydroaspartic esters towards acyl halides is reported. Treatment of conjugated phosphazene with acyl halides led to the formation of N-acylated dehydroaspartic esters and alkenyl-5(4N)-oxazolones. When the reaction was performed in the presence of diethylamine, 1-diethylamino-3,4-dimethoxycarbonyl-2-aza-1,3-butadiene was obtained. Reaction of substituted 5(4H)-oxazolones with water, ethanol and amines gave N-acylated dehydroaspartic acid derivatives.

  DOI：

  10.3987/com-99-s130

文献信息

• Reactivity of Conjugated Phosphazenes Derived from Dehydroaspartic Esters with Acyl Halides. Synthesis of 5(4H)-Oxazolone
  作者：Francisco Palacios、Marta Legido、Itziar Perez de Heredia、Gloria Rubiales

  DOI：10.3987/com-99-s130

  日期：——

  The reactivity of N-vinylic phosphazenes derived from dehydroaspartic esters towards acyl halides is reported. Treatment of conjugated phosphazene with acyl halides led to the formation of N-acylated dehydroaspartic esters and alkenyl-5(4N)-oxazolones. When the reaction was performed in the presence of diethylamine, 1-diethylamino-3,4-dimethoxycarbonyl-2-aza-1,3-butadiene was obtained. Reaction of substituted 5(4H)-oxazolones with water, ethanol and amines gave N-acylated dehydroaspartic acid derivatives.