N'-Carbethoxy-3-(5'-phenyl-2'-oxazolyl)butanoic Hydrazide | 133602-42-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N'-Carbethoxy-3-(5'-phenyl-2'-oxazolyl)butanoic Hydrazide
• 英文别名: ethyl N-[4-(5-phenyl-1,3-oxazol-2-yl)butanoylamino]carbamate
• CAS: 133602-42-3
• 化学式: C₁₆H₁₉N₃O₄
• 分子量: 317.345
• InChiKey: XSMBVWZZMIBYBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  93.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N'-Carbethoxy-3-(5'-phenyl-2'-oxazolyl)butanoic Hydrazide 在 碘苯二乙酸 作用下， 以 苯 为溶剂， 反应 4.0h， 以61%的产率得到2,3,5,6,7,8-Hexahydro-5-oxo-2-benzoyl-3-carbethoxy-1,2,4-triazolo<2,3-a>pyridine
  参考文献：
  名称：

  Cycloadditions. 48. Novel heterocycles by bis heteroannulation of oxazoles

  摘要：

  We report the first examples of intramolecular Diels-Alder addition of heterodienophiles N = N, C =N, C = O, C = S to oxazoles. The required 5-ethoxy- and 5-phenyloxazoles were synthesized bearing a side chain of variable length on C-2 to which the different heterodienophiles are attached. The products of the thermal bis heteroannulation are 3-triazolines, imidazolines, oxazolines, or thiazolines fused to a five- to six-membered ring. Relative reactivities were established and the mechanism is discussed.

  DOI：

  10.1021/jo00010a044
• 作为产物：
  描述：

  4-(5'-Phenyl-2'-oxazolyl)butanoic acid 、 肼基甲酸乙酯 在 吡啶 、 4-二甲氨基吡啶 、 氯化亚砜 作用下， 生成 N'-Carbethoxy-3-(5'-phenyl-2'-oxazolyl)butanoic Hydrazide
  参考文献：
  名称：

  Cycloadditions. 48. Novel heterocycles by bis heteroannulation of oxazoles

  摘要：

  We report the first examples of intramolecular Diels-Alder addition of heterodienophiles N = N, C =N, C = O, C = S to oxazoles. The required 5-ethoxy- and 5-phenyloxazoles were synthesized bearing a side chain of variable length on C-2 to which the different heterodienophiles are attached. The products of the thermal bis heteroannulation are 3-triazolines, imidazolines, oxazolines, or thiazolines fused to a five- to six-membered ring. Relative reactivities were established and the mechanism is discussed.

  DOI：

  10.1021/jo00010a044