ethyl 1,2,5,6,7,8-hexahydro-1-(4-methoxyphenyl)-7,7-dimethyl-2,5-dioxoquinoline-4-carboxylate | 1598409-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: ethyl 1,2,5,6,7,8-hexahydro-1-(4-methoxyphenyl)-7,7-dimethyl-2,5-dioxoquinoline-4-carboxylate
• 英文别名: Ethyl 1-(4-methoxyphenyl)-7,7-dimethyl-2,5-dioxo-6,8-dihydroquinoline-4-carboxylate；ethyl 1-(4-methoxyphenyl)-7,7-dimethyl-2,5-dioxo-6,8-dihydroquinoline-4-carboxylate
• CAS: 1598409-69-8
• 化学式: C₂₁H₂₃NO₅
• 分子量: 369.417
• InChiKey: LJUIANLKFWAMCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 甲氧苯胺 、 丁炔二酸二乙酯 在 sodium dodecyl-sulfate 、 L-脯氨酸 作用下， 以 水 为溶剂， 反应 15.0h， 以88%的产率得到ethyl 1,2,5,6,7,8-hexahydro-1-(4-methoxyphenyl)-7,7-dimethyl-2,5-dioxoquinoline-4-carboxylate
  参考文献：
  名称：

  l-Proline catalyzed expeditious multicomponent protocol for the synthesis of fused N-substituted-2-pyridone derivatives in aqueous medium

  摘要：

  N-substituted-2-pyridone derivatives have many pharmaceutical properties. In our research, we have developed an efficient, green, and multicomponent protocol to synthesize such new fused N-substituted-2-pyridone derivatives. Optimum reaction condition was obtained by employing L-proline as an organocatalyst in aqueous SDS solution at 100 degrees C. Various 1,3-diketones, including indane 1,3-dione with a range of aromatic and aliphatic amines were utilized to synthesize fused 2-pyridone derivatives. The isolation of a reaction intermediate confirmed our proposed mechanism. Water as a reaction medium improved the scope of the reaction methodology to a large extent. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.123

文献信息

• l-Proline catalyzed expeditious multicomponent protocol for the synthesis of fused N-substituted-2-pyridone derivatives in aqueous medium
  作者：Rajib Sarkar、Chhanda Mukhopadhyay

  DOI：10.1016/j.tetlet.2014.02.123

  日期：2014.4

  N-substituted-2-pyridone derivatives have many pharmaceutical properties. In our research, we have developed an efficient, green, and multicomponent protocol to synthesize such new fused N-substituted-2-pyridone derivatives. Optimum reaction condition was obtained by employing L-proline as an organocatalyst in aqueous SDS solution at 100 degrees C. Various 1,3-diketones, including indane 1,3-dione with a range of aromatic and aliphatic amines were utilized to synthesize fused 2-pyridone derivatives. The isolation of a reaction intermediate confirmed our proposed mechanism. Water as a reaction medium improved the scope of the reaction methodology to a large extent. (C) 2014 Elsevier Ltd. All rights reserved.