(-)-1-(2-methoxyphenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one | 521946-60-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (-)-1-(2-methoxyphenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one
• 英文别名: (2R)-1-(2-methoxyphenyl)-2-phenyl-2,3-dihydropyridin-4-one
• CAS: 521946-60-1
• 化学式: C₁₈H₁₇NO₂
• 分子量: 279.338
• InChiKey: YYTGDPULQAPLQN-QGZVFWFLSA-N

物化性质

• 沸点：
  437.5±45.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (-)-1-(2-methoxyphenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one 在 咪唑 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 (-)-4-(tert-butyldimethylsilanyloxy)-1-(2-methoxyphenyl)-2-phenylpiperidine
  参考文献：
  名称：

  Efficient and Practical Ag-Catalyzed Cycloadditions between Arylimines and the Danishefsky Diene

  摘要：

  An efficient Ag-catalyzed method for asymmetric addition of the Danishefsky diene to various aryl imines to afford cycloadducts in > or =89% ee and > or =85% isolated yield is reported. Reactions are effected with 0.1-1 mol % catalyst (4 degrees C), and the chiral ligand is readily prepared from commercially available materials, including the inexpensive i-Leu. These catalytic asymmetric cycloadditions can be carried out without the use of solvent or with undistilled THF in air. A first generation supported chiral catalyst that effectively promotes the cycloaddition reaction and can be recycled (five cycles) is described.

  DOI：

  10.1021/ja030033p
• 作为产物：
  描述：

  反-1-甲氧基-3-(三甲基硅氧基)-1,3-丁二烯 、 N-phenylmethylene-2-methoxybenzeneamine 在 (+)-2-[(2-Ph₂PPhC=)N]-3-methylpentanoic acid 4-MeOPh-amide 、 silver(I) acetate 作用下， 以 四氢呋喃 、 异丙醇 为溶剂， 反应 12.0h， 生成 (-)-1-(2-methoxyphenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one 、 (+)-1-(2-methoxyphenyl)-2-phenyl-2,3-dihydro-1H-pyridin-4-one
  参考文献：
  名称：

  Efficient and Practical Ag-Catalyzed Cycloadditions between Arylimines and the Danishefsky Diene

  摘要：

  An efficient Ag-catalyzed method for asymmetric addition of the Danishefsky diene to various aryl imines to afford cycloadducts in > or =89% ee and > or =85% isolated yield is reported. Reactions are effected with 0.1-1 mol % catalyst (4 degrees C), and the chiral ligand is readily prepared from commercially available materials, including the inexpensive i-Leu. These catalytic asymmetric cycloadditions can be carried out without the use of solvent or with undistilled THF in air. A first generation supported chiral catalyst that effectively promotes the cycloaddition reaction and can be recycled (five cycles) is described.

  DOI：

  10.1021/ja030033p