diethyl (R)-(1-((diphenylphosphorothioyl)amino)-1-(4-(trifluoromethyl)phenyl)ethyl)phosphonate | 1446718-98-4

• 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: diethyl (R)-(1-((diphenylphosphorothioyl)amino)-1-(4-(trifluoromethyl)phenyl)ethyl)phosphonate
• 英文别名: (1R)-1-diethoxyphosphoryl-N-diphenylphosphinothioyl-1-[4-(trifluoromethyl)phenyl]ethanamine
• CAS: 1446718-98-4
• 化学式: C₂₅H₂₈F₃NO₃P₂S
• 分子量: 541.511
• InChiKey: RUZVUFIOCCQXKD-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  79.6
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  P,P-diphenyl-N-(1-(4-(trifluoromethyl)phenyl)ethylidene)phosphinothioic amide 、 亚磷酸二乙酯 在 tetrakis(actonitrile)copper(I) hexafluorophosphate 、 三乙胺 、 (-)-1,2-双((2R,5R)-2,5-二苯基膦)乙烷 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以97%的产率得到diethyl (R)-(1-((diphenylphosphorothioyl)amino)-1-(4-(trifluoromethyl)phenyl)ethyl)phosphonate
  参考文献：
  名称：

  Catalytic Asymmetric Hydrophosphonylation of Ketimines

  摘要：

  Catalytic asymmetric hydrophosphonylation of aromatic and aliphatic N-thiophosphinoyl ketimines with dialkyl phosphite was efficiently promoted by as little as 0.5 mol% of catalyst loading at ambient temperature. The catalyst can be recovered for repeated use, and facile removal of the thiophosphinoyl group allowed for ready access to the phosphonic acid analogue of enantioenriched alpha,alpha-disubstituted alpha-amino acids.

  DOI：

  10.1021/ja4059316

文献信息

• Catalytic Asymmetric Hydrophosphonylation of Ketimines
  作者：Liang Yin、Youmei Bao、Naoya Kumagai、Masakatsu Shibasaki

  DOI：10.1021/ja4059316

  日期：2013.7.17

  Catalytic asymmetric hydrophosphonylation of aromatic and aliphatic N-thiophosphinoyl ketimines with dialkyl phosphite was efficiently promoted by as little as 0.5 mol% of catalyst loading at ambient temperature. The catalyst can be recovered for repeated use, and facile removal of the thiophosphinoyl group allowed for ready access to the phosphonic acid analogue of enantioenriched alpha,alpha-disubstituted alpha-amino acids.