S-(-)-N-[1-(4-bromophenyl)-3-oxo-1-(trifluoromethyl)butyl]benzamide | 1030852-41-5

• 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-(-)-N-[1-(4-bromophenyl)-3-oxo-1-(trifluoromethyl)butyl]benzamide
• 英文别名: 4-bromo-N-[3-oxo-1-phenyl-1-(trifluoromethyl)butyl]benzamide
• CAS: 1030852-41-5
• 化学式: C₁₈H₁₅BrF₃NO₂
• 分子量: 414.222
• InChiKey: YVWOOTYDNDXFCI-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.62
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  S-(-)-N-[1-(4-bromophenyl)-3-oxo-1-(trifluoromethyl)butyl]benzamide 在 tetraphosphorus decasulfide 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以82%的产率得到S-(+)-2-(4-bromophenyl)-6-methyl-4-phenyl-4-trifluoromethyl-4H-1,3-thiazine
  参考文献：
  名称：

  Optically active 4-aryl-4-trifluoromethyl-4H-1,3-oxa(thia)zines

  摘要：

  S(-)-4-Aryl-4-(N-acylamino)-5,5,5-trifluoropentan-2-ones have been reacted with phosphorus pentachloride and pentasulfide to yield S(-)-4-aryl-4-trifluoromethyl-4H-1,3-oxazines and S(+)-4-aryl-4-trifluoromethyl-4H-1,3-thiazines, respectively. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.09.010
• 作为产物：
  描述：

  4-amino-5,5,5-trifluoro-4-phenylpentan-2-one 、 4-溴苯甲酰氯 以 甲苯 为溶剂， 反应 4.0h， 生成 S-(-)-N-[1-(4-bromophenyl)-3-oxo-1-(trifluoromethyl)butyl]benzamide 、 R-N-[1-(4-bromophenyl)-3-oxo-1-(trifluoromethyl)butyl]benzamide
  参考文献：
  名称：

  Optically active 4-aryl-4-trifluoromethyl-4H-1,3-oxa(thia)zines

  摘要：

  S(-)-4-Aryl-4-(N-acylamino)-5,5,5-trifluoropentan-2-ones have been reacted with phosphorus pentachloride and pentasulfide to yield S(-)-4-aryl-4-trifluoromethyl-4H-1,3-oxazines and S(+)-4-aryl-4-trifluoromethyl-4H-1,3-thiazines, respectively. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.09.010

文献信息

• Convenient enantioselective synthesis of β-trifluoromethyl-β-aminoketones by organocatalytic asymmetric Mannich reaction of aryl trifluoromethyl ketimines with acetone
  作者：Volodymyr A. Sukach、Nataliya M. Golovach、Volodymyr V. Pirozhenko、Eduard B. Rusanov、Mykhaylo V. Vovk

  DOI：10.1016/j.tetasy.2008.02.023

  日期：2008.4

  The L-proline-catalyzed asymmetric Mannich reaction has been performed between aryl trifluoromethyl ketimines and acetone to provide, for the first time, chiral beta-aryl-beta-trifluoromethyl-beta-aminoketones in high yields and with 74-92% enantiomeric excesses. (c) 2008 Elsevier Ltd. All rights reserved.