5-(hydroxymethyl)-8-methyl-3-(3-(p-tolyl)-1,2,4-oxadiazol-5-yl)-2H-pyrano[2,3-c]pyridin-2-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-(hydroxymethyl)-8-methyl-3-(3-(p-tolyl)-1,2,4-oxadiazol-5-yl)-2H-pyrano[2,3-c]pyridin-2-one
• 英文别名: 5-(hydroxymethyl)-8-methyl-3-[3-(4-methylphenyl)-1,2,4-oxadiazol-5-yl]-2H-pyrano[2,3-c]pyridin-2-one；5-(hydroxymethyl)-8-methyl-3-[3-(4-methylphenyl)-1,2,4-oxadiazol-5-yl]pyrano[2,3-c]pyridin-2-one
• 化学式: C₁₉H₁₅N₃O₄
• mdl: MFCD27145792
• 分子量: 349.346
• InChiKey: GOWMIFFZYIRWDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  98.3
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(hydroxymethyl)-8-methyl-3-(3-(p-tolyl)-1,2,4-oxadiazol-5-yl)-2H-pyrano[2,3-c]pyridin-2-one 、 乙酸酐 在 溶剂黄146 作用下， 反应 0.5h， 以83%的产率得到(8-methyl-2-oxo-3-(3-(p-tolyl)-1,2,4-oxadiazol-5-yl)-2H-pyrano[2,3-c]pyridin-5-yl)methyl acetate
  参考文献：
  名称：

  Diastereoselective Synthesis of Methanopyridoxazocinones

  摘要：

  Two approaches to the synthesis of oxygen-bridged tetrahydropyridones have been developed. In the first approach, substituted pyrido[4,3-g][1,3]oxazocines derivatives were prepared by diastereoselective one-pot reactions of substituted 7-azacoumarins with enolizable ketones and non-bulky primary amines. In the second one, 3-amido-7-azacoumarins were reacted with enolizable ketones in the presence of a base to form diastereomerically pure pyrido[4,3-g][1,3]oxazocines.

  DOI：

  10.1055/s-0034-1379182
• 作为产物：
  描述：

  吡哆醛盐酸盐 在 哌啶 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 0.83h， 生成 5-(hydroxymethyl)-8-methyl-3-(3-(p-tolyl)-1,2,4-oxadiazol-5-yl)-2H-pyrano[2,3-c]pyridin-2-one
  参考文献：
  名称：

  Diastereoselective Synthesis of Methanopyridoxazocinones

  摘要：

  Two approaches to the synthesis of oxygen-bridged tetrahydropyridones have been developed. In the first approach, substituted pyrido[4,3-g][1,3]oxazocines derivatives were prepared by diastereoselective one-pot reactions of substituted 7-azacoumarins with enolizable ketones and non-bulky primary amines. In the second one, 3-amido-7-azacoumarins were reacted with enolizable ketones in the presence of a base to form diastereomerically pure pyrido[4,3-g][1,3]oxazocines.

  DOI：

  10.1055/s-0034-1379182