(R)-N-(1-biphenylpropyl)-P,P-diphenylphosphinoylamide | 374776-87-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (R)-N-(1-biphenylpropyl)-P,P-diphenylphosphinoylamide
• 英文别名: (1R)-N-diphenylphosphoryl-1-(4-phenylphenyl)propan-1-amine
• CAS: 374776-87-1
• 化学式: C₂₇H₂₆NOP
• 分子量: 411.483
• InChiKey: CDJQLLZMIUYXKW-HHHXNRCGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-N-(1-biphenylpropyl)-P,P-diphenylphosphinoylamide 在 oxonium 作用下， 生成 (R)-1-p-phenylphenylpropylamine
  参考文献：
  名称：

  Enantioselective addition of diethylzinc to N-diphenylphosphinoylimines employing N,N-dialkyl-1,2-diphenyl-2-aminoethanols as chiral ligands

  摘要：

  By fine-tuning the substituents on the nitrogen of (1S,2R) and (1R,2S)-1,2-diphenyl-2-aminoethanols, a chiral ligand 2b was obtained, which showed excellent enantioselectivity, with up to 94% e.e, for the asymmetric addition of diethylzinc to N-diphenylphosphinoylimines 1. In one example, the optically active amide 3c was converted into a new amine 5 with 98% e.e. by a reaction sequence involving Suzuki coupling and hydrolysis without racemization. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01273-4
• 作为产物：
  描述：

  (E)-N-(4-bromobenzylidene)-P,P-diphenylphosphinic amide 在 四(三苯基膦)钯 、 potassium carbonate 、 (1R,2S)-2-(benzyl(methyl)amino)-1,2-diphenylethanol 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 48.0h， 生成 (R)-N-(1-biphenylpropyl)-P,P-diphenylphosphinoylamide
  参考文献：
  名称：

  Enantioselective addition of diethylzinc to N-diphenylphosphinoylimines employing N,N-dialkyl-1,2-diphenyl-2-aminoethanols as chiral ligands

  摘要：

  By fine-tuning the substituents on the nitrogen of (1S,2R) and (1R,2S)-1,2-diphenyl-2-aminoethanols, a chiral ligand 2b was obtained, which showed excellent enantioselectivity, with up to 94% e.e, for the asymmetric addition of diethylzinc to N-diphenylphosphinoylimines 1. In one example, the optically active amide 3c was converted into a new amine 5 with 98% e.e. by a reaction sequence involving Suzuki coupling and hydrolysis without racemization. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01273-4

文献信息

• Enantioselective addition of diethylzinc to N-diphenylphosphinoylimines employing N,N-dialkyl-1,2-diphenyl-2-aminoethanols as chiral ligands
  作者：Xiaomei Zhang、Liuzhu Gong、Aiqiao Mi、Xin Cui、Yaozhong Jiang、Michael C. K. Choi、Albert S. C. Chan

  DOI：10.1016/s0040-4039(01)01273-4

  日期：2001.9

  By fine-tuning the substituents on the nitrogen of (1S,2R) and (1R,2S)-1,2-diphenyl-2-aminoethanols, a chiral ligand 2b was obtained, which showed excellent enantioselectivity, with up to 94% e.e, for the asymmetric addition of diethylzinc to N-diphenylphosphinoylimines 1. In one example, the optically active amide 3c was converted into a new amine 5 with 98% e.e. by a reaction sequence involving Suzuki coupling and hydrolysis without racemization. (C) 2001 Elsevier Science Ltd. All rights reserved.