2-Hydroxy-5,5-dimethyl-1-(3,3-dimethyl-3,4-dihydroisoquinol-1-yl)-3-oxo-2-trifluoromethyl-2,3,5,6-tetrahydropyrrolo<2,1-a>isoquinoline | 129762-57-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: 2-Hydroxy-5,5-dimethyl-1-(3,3-dimethyl-3,4-dihydroisoquinol-1-yl)-3-oxo-2-trifluoromethyl-2,3,5,6-tetrahydropyrrolo<2,1-a>isoquinoline
• 英文别名: 1-(3,4-Dihydro-3,3-dimethyl-1-isoquinolinyl)-5,6-dihydro-2-hydroxy-5,5-dimethyl-2-(trifluoromethyl)pyrrolo(2,1-a)isoquinolin-3(2H)-one；1-(3,3-dimethyl-4H-isoquinolin-1-yl)-2-hydroxy-5,5-dimethyl-2-(trifluoromethyl)-6H-pyrrolo[2,1-a]isoquinolin-3-one
• CAS: 129762-57-8
• 化学式: C₂₆H₂₅F₃N₂O₂
• 分子量: 454.492
• InChiKey: SKPTUBZMOKIXCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  33
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  三氟丙酮酸甲酯 、 Bis(3,3-dimethyl-3,4-dihydroisoquinol-1-yl)methane 以 1,1,2-三氯三氟乙烷（CFC-113） 为溶剂， 反应 48.0h， 以87%的产率得到2-Hydroxy-5,5-dimethyl-1-(3,3-dimethyl-3,4-dihydroisoquinol-1-yl)-3-oxo-2-trifluoromethyl-2,3,5,6-tetrahydropyrrolo<2,1-a>isoquinoline
  参考文献：
  名称：

  Reactions of polyfluorocarbonyl compounds with 1,3,3-trimethyl-3,4-dihydroisoquinoline and its derivatives

  摘要：

  1,3,3-Trimethyl-3,4-dihydroisoquinolines, which exist in the imine form, undergo C-hydroxyalkylation upon reaction with hexafluoroacetone and esters of trifluoropyruvic acid at the C1-CH3 group at 20-degrees-C. The products with the ketoesters are converted upon heating to gamma-lactams. Derivatives of 1,3,3-trimethyl-3,4-dihydroisoquinoline substituted at C1-CH3 group and existing in the enamine form, react with esters of trifluoropyruvic acid at 20-degrees-C to give exclusively gamma-lactams and do not give reaction products with hexafluoroacetone.

  DOI：

  10.1007/bf00962396

文献信息

• SVIRIDOV, V. D.;CHKANIKOV, N. D.;GALAXOV, M. V.;SHKLYAEV, YU. V.;SHKLYAEV+, IZV. AN CCCP. CEP. XIM.,(1990) N, S. 1405-1410
  作者：SVIRIDOV, V. D.、CHKANIKOV, N. D.、GALAXOV, M. V.、SHKLYAEV, YU. V.、SHKLYAEV+

  DOI：——

  日期：——
• Reactions of polyfluorocarbonyl compounds with 1,3,3-trimethyl-3,4-dihydroisoquinoline and its derivatives
  作者：V. D. Sviridov、N. D. Chkanikov、M. V. Galakhov、Yu. V. Shklyaev、V. S. Shklyaev、B. B. Aleksandrov、M. S. Gavrilov

  DOI：10.1007/bf00962396

  日期：1990.6

  1,3,3-Trimethyl-3,4-dihydroisoquinolines, which exist in the imine form, undergo C-hydroxyalkylation upon reaction with hexafluoroacetone and esters of trifluoropyruvic acid at the C1-CH3 group at 20-degrees-C. The products with the ketoesters are converted upon heating to gamma-lactams. Derivatives of 1,3,3-trimethyl-3,4-dihydroisoquinoline substituted at C1-CH3 group and existing in the enamine form, react with esters of trifluoropyruvic acid at 20-degrees-C to give exclusively gamma-lactams and do not give reaction products with hexafluoroacetone.