N-[1-cyano-1-(3-methoxyphenyl)ethyl]diphenyl-phosphinic amide | 1092577-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-[1-cyano-1-(3-methoxyphenyl)ethyl]diphenyl-phosphinic amide
• 英文别名: (2S)-2-(diphenylphosphorylamino)-2-(3-methoxyphenyl)propanenitrile
• CAS: 1092577-57-5
• 化学式: C₂₂H₂₁N₂O₂P
• 分子量: 376.395
• InChiKey: NYDXGXUVMOTQSX-JOCHJYFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-[(1E)-1-(3-methoxyphenyl)ethylidene]-P,P-diphenylphosphinic amide 、 三甲基氰硅烷 在 zirconium(IV) tert-butoxide 、 (1S,8R,9S,1'S,8'R,9'S)-[8'-(hydroxy-diphenyl-methyl)-10,10,10',10'-tetramethyl-[5,5']bi[6-aza-tricyclo[7.1.1.0^2,7]undecyl]-2(7),3,5,2',4',6'-hexaen-8-yl]-diphenyl-methanol 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成 N-[1-cyano-1-(3-methoxyphenyl)ethyl]diphenyl-phosphinic amide 、 N-[1-cyano-1-(3-methoxyphenyl)ethyl]diphenyl-phosphinic amide
  参考文献：
  名称：

  Enantioselective Strecker-type reaction of phosphinoyl ketimines catalyzed by a chiral Zr-bipyridyldiol catalyst

  摘要：

  An enantioselective Strecker reaction of N-diphenylphosphinoyl ketimines with TMSCN employing a chiral zirconium complex formed from chiral bipyridyl diol 1 as catalyst is described. The catalytic efficiency of chiral ligand 1 with other Lewis acids was also explored. Higher yields (50-85%) with moderate to good enantioselectivities (30-80%) were achieved for a variety of N-diphenylphosphinoyl ketimines. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2008.09.011