N-(4-methoxyphenyl)-2-methyl-3-(4-propan-2-ylphenyl)propan-1-imine | 1169830-71-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-(4-methoxyphenyl)-2-methyl-3-(4-propan-2-ylphenyl)propan-1-imine
• CAS: 1169830-71-0
• 化学式: C₂₀H₂₅NO
• 分子量: 295.425
• InChiKey: CHTOKMXZPAPMFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-环己烯-1-酮 、 N-(4-methoxyphenyl)-2-methyl-3-(4-propan-2-ylphenyl)propan-1-imine 在 (S)-N-(4-十二烷基苯磺酰基)吡咯烷-2-甲酰胺 作用下， 反应 96.0h， 以27%的产率得到(1S,4S,5S,6S)-5-(4-isopropylbenzyl)-5-methyl-6-(4-methoxyphenylamino)bicyclo[2.2.2]octan-2-one
  参考文献：
  名称：

  Asymmetric Construction of Nitrogen-Containing [2.2.2] Bicyclic Scaffolds Using N-(p-Dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide

  摘要：

  An organocatalyzed approach to enantioenriched isoquinuclidines and bicyclo[2.2.2]octanes via a p-dodecylphenylsulfonamide-modified proline catalyst has been developed. A series of aromatic imines have been explored for the formation of isoquinuclidines with high levels of enantioselectivity and diastereoselectivity, strongly favoring the exo product. A series of aliphatic imines has also been explored, which provide access to bicyclo[2.2.2]octanes through a novel mechanistic pathway in high levels of enantioselectivity and diastereoselectivity, favoring the endo product.

  DOI：

  10.1021/jo9009062
• 作为产物：
  描述：

  兔耳草醛 、 甲氧苯胺 在 silica gel 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以98%的产率得到N-(4-methoxyphenyl)-2-methyl-3-(4-propan-2-ylphenyl)propan-1-imine
  参考文献：
  名称：

  Asymmetric Construction of Nitrogen-Containing [2.2.2] Bicyclic Scaffolds Using N-(p-Dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide

  摘要：

  An organocatalyzed approach to enantioenriched isoquinuclidines and bicyclo[2.2.2]octanes via a p-dodecylphenylsulfonamide-modified proline catalyst has been developed. A series of aromatic imines have been explored for the formation of isoquinuclidines with high levels of enantioselectivity and diastereoselectivity, strongly favoring the exo product. A series of aliphatic imines has also been explored, which provide access to bicyclo[2.2.2]octanes through a novel mechanistic pathway in high levels of enantioselectivity and diastereoselectivity, favoring the endo product.

  DOI：

  10.1021/jo9009062

文献信息

• Asymmetric Construction of Nitrogen-Containing [2.2.2] Bicyclic Scaffolds Using <i>N</i>-(<i>p</i>-Dodecylphenylsulfonyl)-2-pyrrolidinecarboxamide
  作者：Hua Yang、Rich G. Carter

  DOI：10.1021/jo9009062

  日期：2009.8.7

  An organocatalyzed approach to enantioenriched isoquinuclidines and bicyclo[2.2.2]octanes via a p-dodecylphenylsulfonamide-modified proline catalyst has been developed. A series of aromatic imines have been explored for the formation of isoquinuclidines with high levels of enantioselectivity and diastereoselectivity, strongly favoring the exo product. A series of aliphatic imines has also been explored, which provide access to bicyclo[2.2.2]octanes through a novel mechanistic pathway in high levels of enantioselectivity and diastereoselectivity, favoring the endo product.