(4R)-4-amino-5,5,5-trifluoro-4-(3-methylphenyl)pentan-2-one | 1212163-67-1

• 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: (4R)-4-amino-5,5,5-trifluoro-4-(3-methylphenyl)pentan-2-one
• CAS: 1212163-67-1
• 化学式: C₁₂H₁₄F₃NO
• mdl: MFCD11099961
• 分子量: 245.244
• InChiKey: BUHFKNYFIDWVHI-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,2,2-trifluoro-1-(m-tolyl)ethanimine 、 丙酮 在 L-脯氨酸 作用下， 以 二甲基亚砜 为溶剂， 反应 72.0h， 生成 (4R)-4-amino-5,5,5-trifluoro-4-(3-methylphenyl)pentan-2-one 、 (4S)-4-amino-5,5,5-trifluoro-4-(3-methylphenyl)pentan-2-one
  参考文献：
  名称：

  Convenient enantioselective synthesis of β-trifluoromethyl-β-aminoketones by organocatalytic asymmetric Mannich reaction of aryl trifluoromethyl ketimines with acetone

  摘要：

  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.

  DOI：

  10.1016/j.tetasy.2008.02.023

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.