ethyl 4-hydroxy-1-(4-methoxybenzyl)-2-oxo-6-(2-quinolinyl)-1,2,5,6-tetrahydropyridine-3-carboxylate | 154308-22-2

• 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 4-hydroxy-1-(4-methoxybenzyl)-2-oxo-6-(2-quinolinyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
• 英文别名: Ethyl 4-hydroxy-1-[(4-methoxyphenyl)methyl]-6-oxo-2-quinolin-2-yl-2,3-dihydropyridine-5-carboxylate
• CAS: 154308-22-2
• 化学式: C₂₅H₂₄N₂O₅
• 分子量: 432.476
• InChiKey: UZUOHJFDABDNPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  89
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  ethyl 4-hydroxy-1-(4-methoxybenzyl)-2-oxo-6-(2-quinolinyl)-1,2,5,6-tetrahydropyridine-3-carboxylate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.5h， 以81%的产率得到ethyl 1,2-dihydro-4-hydroxy-1-(4-methoxybenzyl)-2-oxo-6-(2-quinolinyl)pyridine-3-carboxylate
  参考文献：
  名称：

  Synthesis ofC-nor-4,6-secocamptothecin and related compounds

  摘要：

  AbstractC‐nor‐4,6‐Secocamptothecin 2, 4‐ethyl‐4‐hydroxy‐6‐(2‐quinolinyl)‐1H‐pyrano[3,4‐c]pyridine‐3,8(4H,7H)‐dione, lacking the C‐ring of camptothecin 1, and its related compounds 3 and 4 were prepared from ethyl quinoline‐2‐carboxylate 7. By an analogous reaction sequences, synthesis of 6‐(2‐pyridinyl)‐1H‐pyrano[3,4‐c]‐pyridine‐3,8(4H7H)‐dione derivatives 5 and 6, which contain the B, D, and E ring of 1, were achieved.

  DOI：

  10.1002/jhet.5570300311
• 作为产物：
  描述：

  ethyl 3-oxo-3-ethyl-N-(4-methoxy)benzyl>aminopropionate 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 ethyl 4-hydroxy-1-(4-methoxybenzyl)-2-oxo-6-(2-quinolinyl)-1,2,5,6-tetrahydropyridine-3-carboxylate
  参考文献：
  名称：

  Synthesis ofC-nor-4,6-secocamptothecin and related compounds

  摘要：

  AbstractC‐nor‐4,6‐Secocamptothecin 2, 4‐ethyl‐4‐hydroxy‐6‐(2‐quinolinyl)‐1H‐pyrano[3,4‐c]pyridine‐3,8(4H,7H)‐dione, lacking the C‐ring of camptothecin 1, and its related compounds 3 and 4 were prepared from ethyl quinoline‐2‐carboxylate 7. By an analogous reaction sequences, synthesis of 6‐(2‐pyridinyl)‐1H‐pyrano[3,4‐c]‐pyridine‐3,8(4H7H)‐dione derivatives 5 and 6, which contain the B, D, and E ring of 1, were achieved.

  DOI：

  10.1002/jhet.5570300311