ethyl (Z)-2-(1-methyl-1-propen-1-yl)-4-oxazolecarboxylate | 1373888-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl (Z)-2-(1-methyl-1-propen-1-yl)-4-oxazolecarboxylate
• CAS: 1373888-90-4
• 化学式: C₁₀H₁₃NO₃
• 分子量: 195.218
• InChiKey: SISHEPTXWUOZDN-DAXSKMNVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.27
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  52.33
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  惕格酸 在 碳酸氢钠 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 3.83h， 生成 ethyl (E)-2-(1-methyl-1-propen-1-yl)-4-oxazolecarboxylate 、 ethyl (Z)-2-(1-methyl-1-propen-1-yl)-4-oxazolecarboxylate
  参考文献：
  名称：

  Scope and Limitations of a Modified Hantzsch Reaction for the Synthesis of Oxazole-Dehydroamino Acid Derivatives from Dehydroamino Acid Amides

  摘要：

  A variety of oxazole derivatives that possess an alpha,beta-unsaturated substituent at the 2-position were conveniently synthesized in good yields via a Hantzsch-type reaction between dehydroamino acid amides and P-bromopyruvate derivatives. Furthermore, oxazoles with substituents at the 2- and 5-positions were also obtained in good yields using the corresponding beta-substituted beta-bromopyruvate derivatives. A revised reaction mechanism to explain the enhanced reactivity of dehydroamino acid amides for the Hantzsch-oxazole-type reaction is presented.

  DOI：

  10.3987/com-11-12372