(S)-2-(2-(bis(4-trifluoromethyl-phenyl)phosphoryl))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole | 1255859-74-5

• 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: (S)-2-(2-(bis(4-trifluoromethyl-phenyl)phosphoryl))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole
• 英文别名: Bis[4-(trifluoromethyl)phenyl][2-[(4S)-4beta-tert-butyl-2-oxazoline-2-yl]-4-(trifluoromethyl)phenyl]phosphine oxide；(4S)-2-[2-bis[4-(trifluoromethyl)phenyl]phosphoryl-5-(trifluoromethyl)phenyl]-4-tert-butyl-4,5-dihydro-1,3-oxazole
• CAS: 1255859-74-5
• 化学式: C₂₈H₂₃F₉NO₂P
• 分子量: 607.456
• InChiKey: WEVBCOZJTWIZBF-HSZRJFAPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  41
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  (S)-2-(2-(bis(4-trifluoromethyl-phenyl)phosphoryl))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole 在 二苯基硅烷 作用下， 反应 13.0h， 以86%的产率得到(S)-(CF₃)₃-t-BuPHOX
  参考文献：
  名称：

  Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides

  摘要：

  Herein an efficient and direct copper-catalyzed coupling of oxazoline-containing aryl bromides with electron-deficient secondary phosphine oxides is reported. The resulting tertiary phosphine oxides can be reduced to prepare a range of PHOX ligands. The presented strategy is a useful alternative to known methods for constructing PHOX derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.039
• 作为产物：
  描述：

  (S)-2-(2-bromo-5-(trifluoromethyl)phenyl)-4-(tert-butyl)-4,5-dihydrooxazole 、 bis(4-(trifluoromethyl)phenyl)phosphine oxide 在 caesium carbonate 、 N,N'-二甲基乙二胺 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以65%的产率得到(S)-2-(2-(bis(4-trifluoromethyl-phenyl)phosphoryl))-5-(4-trifluoromethyl-phenyl)-4-tert-butyl-4,5-dihydro-oxazole
  参考文献：
  名称：

  Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides

  摘要：

  Herein an efficient and direct copper-catalyzed coupling of oxazoline-containing aryl bromides with electron-deficient secondary phosphine oxides is reported. The resulting tertiary phosphine oxides can be reduced to prepare a range of PHOX ligands. The presented strategy is a useful alternative to known methods for constructing PHOX derivatives. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.08.039

文献信息

• Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides
  作者：Nolan T. McDougal、Jan Streuff、Herschel Mukherjee、Scott C. Virgil、Brian M. Stoltz

  DOI：10.1016/j.tetlet.2010.08.039

  日期：2010.10

  Herein an efficient and direct copper-catalyzed coupling of oxazoline-containing aryl bromides with electron-deficient secondary phosphine oxides is reported. The resulting tertiary phosphine oxides can be reduced to prepare a range of PHOX ligands. The presented strategy is a useful alternative to known methods for constructing PHOX derivatives. (C) 2010 Elsevier Ltd. All rights reserved.