(+/-)-N,N-diethyl-o-[(2'-(4-chlorophenyl)-2'-N-cumylamine)ethyl]benzamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (+/-)-N,N-diethyl-o-[(2'-(4-chlorophenyl)-2'-N-cumylamine)ethyl]benzamide
• 英文别名: 2-[2-(4-chlorophenyl)-2-(2-phenylpropan-2-ylamino)ethyl]-N,N-diethylbenzamide
• 化学式: C₂₈H₃₃ClN₂O
• 分子量: 449.036
• InChiKey: NAHCUYKDRVUWCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Alpha,Alpha-二甲基苄胺 在 4 A molecular sieve 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 16.41h， 生成 (+/-)-N,N-diethyl-o-[(2'-(4-chlorophenyl)-2'-N-cumylamine)ethyl]benzamide
  参考文献：
  名称：

  Condensation of Laterally Lithiated o-Methyl and o-Ethyl Benzamides with Imines Mediated by (−)-Sparteine. Enantioselective Synthesis of Tetrahydroisoquinolin-1-ones

  摘要：

  The first asymmetric synthesis of tetrahydroisoquinolin-1-ones using a (-)-sparteine-mediated lateral metalation-imine addition sequence to furnish 3-phenyl tetrahydroisoquinolinones 3a with enantioselectivities up to 81% ee is described (Scheme 4). For amide 7b, imine addition products 10 and 11 have been obtained with high diastereoselectivities (91-97% de) and enantioselectivities (91-98% ee) (Scheme 8).

  DOI：

  10.1021/jo001369+

文献信息

• Condensation of Laterally Lithiated <i>o</i>-Methyl and <i>o</i>-Ethyl Benzamides with Imines Mediated by (−)-Sparteine. Enantioselective Synthesis of Tetrahydroisoquinolin-1-ones
  作者：Volker Derdau、Victor Snieckus

  DOI：10.1021/jo001369+

  日期：2001.3.1

  The first asymmetric synthesis of tetrahydroisoquinolin-1-ones using a (-)-sparteine-mediated lateral metalation-imine addition sequence to furnish 3-phenyl tetrahydroisoquinolinones 3a with enantioselectivities up to 81% ee is described (Scheme 4). For amide 7b, imine addition products 10 and 11 have been obtained with high diastereoselectivities (91-97% de) and enantioselectivities (91-98% ee) (Scheme 8).