N-[(R)-bis(4-methylphenyl)phosphoryl-phenylmethyl]-1,1-diphenylmethanamine | 1282607-39-9

• 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: N-[(R)-bis(4-methylphenyl)phosphoryl-phenylmethyl]-1,1-diphenylmethanamine
• CAS: 1282607-39-9
• 化学式: C₃₄H₃₂NOP
• 分子量: 501.608
• InChiKey: RFDOOXPSHPWXHP-UUWRZZSWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  双(对甲基苯基)氧化膦 、 N-亚苄基-N-(二苯甲基)胺 在 2C₄₈H₂₈O₄P^(1-)*Mg⁽²⁺⁾ 作用下， 以 乙腈 为溶剂， 反应 24.0h， 生成 N-[(S)-bis(4-methylphenyl)phosphoryl-phenylmethyl]-1,1-diphenylmethanamine 、 N-[(R)-bis(4-methylphenyl)phosphoryl-phenylmethyl]-1,1-diphenylmethanamine
  参考文献：
  名称：

  Chiral Magnesium BINOL Phosphate-Catalyzed Phosphination of Imines: Access to Enantioenriched α-Amino Phosphine Oxides

  摘要：

  A new method to synthesize chiral alpha-amino phosphine oxides is reported. The reaction combines N-substituted imines and diphenylphosphine oxide and is catalyzed by a chiral magnesium phosphate salt. A wide variety of aliphatic and aromatic aldimines substituted by electron-neutral benzhydryl or dibenzocycloheptene groups were excellent substrates for the addition reaction. The dibenzocycloheptene protected imines afforded improved enantioselectivity in the resulting products. Substituted diphenylphosphine oxide nucleophiles also showed good reactivity.

  DOI：

  10.1021/ol200456y

文献信息

• Chiral Magnesium BINOL Phosphate-Catalyzed Phosphination of Imines: Access to Enantioenriched α-Amino Phosphine Oxides
  作者：Gajendrasingh K. Ingle、Yuxue Liang、Michael G. Mormino、Guilong Li、Frank R. Fronczek、Jon C. Antilla

  DOI：10.1021/ol200456y

  日期：2011.4.15

  A new method to synthesize chiral alpha-amino phosphine oxides is reported. The reaction combines N-substituted imines and diphenylphosphine oxide and is catalyzed by a chiral magnesium phosphate salt. A wide variety of aliphatic and aromatic aldimines substituted by electron-neutral benzhydryl or dibenzocycloheptene groups were excellent substrates for the addition reaction. The dibenzocycloheptene protected imines afforded improved enantioselectivity in the resulting products. Substituted diphenylphosphine oxide nucleophiles also showed good reactivity.