di-tert-butyl <3-ethoxycarbonyl-1-methyl-2-oxo-6-(2-pyridinyl)-1,2,5,6-tetrahydropyridin-4-yl>malonate | 154308-15-3

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: di-tert-butyl <3-ethoxycarbonyl-1-methyl-2-oxo-6-(2-pyridinyl)-1,2,5,6-tetrahydropyridin-4-yl>malonate
• 英文别名: Ditert-butyl 2-(5-ethoxycarbonyl-1-methyl-6-oxo-2-pyridin-2-yl-2,3-dihydropyridin-4-yl)propanedioate
• CAS: 154308-15-3
• 化学式: C₂₅H₃₄N₂O₇
• 分子量: 474.554
• InChiKey: LBQDXAIQLQDFSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  di-tert-butyl <3-ethoxycarbonyl-1-methyl-2-oxo-6-(2-pyridinyl)-1,2,5,6-tetrahydropyridin-4-yl>malonate 在 sodium tetrahydroborate 、 二异丁基氢化铝 、 三氟乙酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 1.5h， 生成 7-methyl-6-(2-pyridinyl)-1H-pyrano<3,4-c>pyridine-3,8(4H,7H)-dione
  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：

  皮考林乙酸乙酯 在 palladium on activated charcoal sodium tetrahydroborate 、 甲酸 、 氢气 、 sodium ethanolate 、 sodium hydride 、 N,N'-二环己基碳二亚胺 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醚 、 乙醇 、 二氯甲烷 、 苯 为溶剂， 25.0 ℃ 、98.06 kPa 条件下， 反应 20.67h， 生成 di-tert-butyl <3-ethoxycarbonyl-1-methyl-2-oxo-6-(2-pyridinyl)-1,2,5,6-tetrahydropyridin-4-yl>malonate
  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

文献信息

• Synthesis of<i>C</i>-nor-4,6-secocamptothecin and related compounds
  作者：Takushi Kurihara、Hirokatsu Tanno、Shigetaka Takemura、Shinya Harusawa、Ryuji Yoneda

  DOI：10.1002/jhet.5570300311

  日期：1993.5

  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.