2-(5-Oxopentyl)-4-methyl-5-ethoxyoxazole | 133602-43-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(5-Oxopentyl)-4-methyl-5-ethoxyoxazole
• 英文别名: 5-(5-Ethoxy-4-methyloxazol-2-yl)pentanal；5-(5-ethoxy-4-methyl-1,3-oxazol-2-yl)pentanal
• CAS: 133602-43-4
• 化学式: C₁₁H₁₇NO₃
• 分子量: 211.261
• InChiKey: HAWQDBNNJVQGPV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  52.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(5-Oxopentyl)-4-methyl-5-ethoxyoxazole 在 正丁基锂 、 双(三甲基硫化硅) 作用下， 生成 2-Methyl-2-carbethoxycyclohexa-2,7a-dihydrothiazole
  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：

  丙氨酸乙酯 在 phosphorus pentoxide 、 二异丁基氢化铝 作用下， 以 吡啶 、 氯仿 为溶剂， 反应 9.0h， 生成 2-(5-Oxopentyl)-4-methyl-5-ethoxyoxazole
  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