(10aS,8R,9R)-8-(phenylcarbonyl)-9-(2-thienyl)-7,10a-dihydropyrrolidino[2,1-a]i soquinoline-10,10-dicarbonitrile | 132664-76-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (10aS,8R,9R)-8-(phenylcarbonyl)-9-(2-thienyl)-7,10a-dihydropyrrolidino[2,1-a]i soquinoline-10,10-dicarbonitrile
• 英文别名: (2R,3R,10bS)-3-benzoyl-2-thiophen-2-yl-3,10b-dihydro-2H-pyrrolo[2,1-a]isoquinoline-1,1-dicarbonitrile
• CAS: 132664-76-7
• 化学式: C₂₅H₁₇N₃OS
• 分子量: 407.495
• InChiKey: XMQDLKBYPKWGHM-ZDXQCDESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  96.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (2-噻吩亚甲基)甲烷-1,1-二甲腈 、 alkaline earth salt of/the/ methylsulfuric acid 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以74%的产率得到(10aS,8R,9R)-8-(phenylcarbonyl)-9-(2-thienyl)-7,10a-dihydropyrrolidino[2,1-a]i soquinoline-10,10-dicarbonitrile
  参考文献：
  名称：

  Regio- and stereodirectivity in the reactions of isoquinolinium ylides with unsaturated nitriles

  摘要：

  Reactions of isoquinolinium ylides with arylmethylenemalonitriles involve 1,3-dipolar cycloaddition, with the highly regio- and stereoselective formation of 2-aryl-3-benzoyl(or carbamoyl)1,1-dicyano-2,3-trans-1,2,3,10b-tetrahydropyrrolo[2,1-a]isoquinolines. In contrast, N-phenacylisoquinolinium ylide reacts with arylmethylenecyanothioacetamides differently, proceeding regio- and stereoselectively to give 4-aryl-2-hydroxy-3-(1-isoquinolinio)-2-phenyl-3-cyano-3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates.

  DOI：

  10.1007/bf00958850

文献信息

• Regio- and stereodirectivity in the reactions of isoquinolinium ylides with unsaturated nitriles
  作者：A. M. Shestopalov、L. A. Rodinovskaya、Yu. A. Sharanin、V. P. Litvinov

  DOI：10.1007/bf00958850

  日期：1990.11

  Reactions of isoquinolinium ylides with arylmethylenemalonitriles involve 1,3-dipolar cycloaddition, with the highly regio- and stereoselective formation of 2-aryl-3-benzoyl(or carbamoyl)1,1-dicyano-2,3-trans-1,2,3,10b-tetrahydropyrrolo[2,1-a]isoquinolines. In contrast, N-phenacylisoquinolinium ylide reacts with arylmethylenecyanothioacetamides differently, proceeding regio- and stereoselectively to give 4-aryl-2-hydroxy-3-(1-isoquinolinio)-2-phenyl-3-cyano-3,4-trans-1,2,3,4-tetrahydropyridine-6-thiolates.