(S)-N-(3-(4-chlorophenyl)-1-phenylprop-2-ynyl)-P,P-diphenylphosphinamide | 1361056-28-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (S)-N-(3-(4-chlorophenyl)-1-phenylprop-2-ynyl)-P,P-diphenylphosphinamide
• 英文别名: (1S)-3-(4-chlorophenyl)-N-diphenylphosphoryl-1-phenylprop-2-yn-1-amine
• CAS: 1361056-28-1
• 化学式: C₂₇H₂₁ClNOP
• 分子量: 441.897
• InChiKey: SCWBSMJUTNFFDY-HHHXNRCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氯苯乙炔 、 N-亚苄基-P,P-二苯基次膦酸酰胺 在 Dimethylzinc 、 (S)-3,3'-二溴-1,1'-联-2-萘酚 、 盐酸 作用下， 以 甲苯 、 水 为溶剂， 反应 25.25h， 以79%的产率得到(S)-N-(3-(4-chlorophenyl)-1-phenylprop-2-ynyl)-P,P-diphenylphosphinamide
  参考文献：
  名称：

  Enantioselective addition of terminal alkynes to N-(diphenylphosphinoyl)imines catalyzed by Zn–BINOL complexes

  摘要：

  Chiral nonracemic N-(diphenylphosphinoyl)-protected propargylic amines have been prepared by addition of terminal alkynes to N-(diphenylphosphinoyl)aldimines in the presence of dimethylzinc and 3,3'-dibromo-BINOL as catalyst. The reaction works with a variety of aromatic and heteroaromatic aldimines and with different alkynes, providing the expected products in generally good yields and enantiomeric excesses (up to 96%). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.01.037

文献信息

• Enantioselective addition of terminal alkynes to N-(diphenylphosphinoyl)imines catalyzed by Zn–BINOL complexes
  作者：Gonzalo Blay、Eric Ceballos、Alicia Monleón、José R. Pedro

  DOI：10.1016/j.tet.2012.01.037

  日期：2012.3

  Chiral nonracemic N-(diphenylphosphinoyl)-protected propargylic amines have been prepared by addition of terminal alkynes to N-(diphenylphosphinoyl)aldimines in the presence of dimethylzinc and 3,3'-dibromo-BINOL as catalyst. The reaction works with a variety of aromatic and heteroaromatic aldimines and with different alkynes, providing the expected products in generally good yields and enantiomeric excesses (up to 96%). (C) 2012 Elsevier Ltd. All rights reserved.