(R)-4-(trifluoromethyl)pyrrolidin-2-one | 1431299-15-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (R)-4-(trifluoromethyl)pyrrolidin-2-one
• 英文别名: (4R)-4-(Trifluoromethyl)pyrrolidin-2-one；(4R)-4-(trifluoromethyl)pyrrolidin-2-one
• CAS: 1431299-15-8
• 化学式: C₅H₆F₃NO
• 分子量: 153.104
• InChiKey: KXAVNCLUOSJVJV-GSVOUGTGSA-N

物化性质

• 沸点：
  220.3±35.0 °C(Predicted)
• 密度：
  1.339±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(4,4,4-trifluoro-3-(nitromethyl)butanoyl)oxazolidin-2-one 在 氢气 作用下， 以 乙醇 、 乙酸乙酯 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 生成 2-唑烷酮 、 (R)-4-(trifluoromethyl)pyrrolidin-2-one
  参考文献：
  名称：

  Enantioselective Organocatalytic Michael Addition of Nitroalkanes and Other Nucleophiles to β-Trifluoromethylated Acrylamides

  摘要：

  An organocatalytic asymmetric Michael addition of nitroalkanes to trifluoromethylated acrylamides in good yields and with good to excellent diastereoselectivities and excellent enantioselectivities is described. The Michael adducts could be readily transformed into optically pure trifluoromethylated gamma-aminobutyric acid 7 in high yields without loss in enantioselectivities.

  DOI：

  10.1021/cs300806w

文献信息

• Bifunctional Iminophosphorane‐Catalyzed Enantioselective Nitroalkane Addition to Unactivated α,β‐Unsaturated Esters
  作者：Daniel Rozsar、Alistair J. M. Farley、Iain McLauchlan、Benjamin D. A. Shennan、Ken Yamazaki、Darren James Dixon

  DOI：10.1002/anie.202303391

  日期：——

  The first intermolecular enantioselective addition of nitroalkanes to unactivated α,β-unsaturated esters is described, catalyzed by a bifunctional iminophosphorane (BIMP) superbase. This fundamental synthetically relevant transformation proceeds with high enantiomeric excesses and yields over a wide range of feedstock substrates, providing pharmaceutically relevant building blocks in a single step

  描述了硝基烷烃与未活化的 α,β-不饱和酯的第一次分子间对映选择性加成，由双功能亚氨基正膦 (BIMP) 超强碱催化。这种基本的合成相关转化在多种原料底物上以高对映体过量和产率进行，只需一步即可提供药学相关的构建模块。
• Enantioselective Organocatalytic Michael Addition of Nitroalkanes and Other Nucleophiles to β-Trifluoromethylated Acrylamides
  作者：Lele Wen、Liang Yin、Qilong Shen、Long Lu

  DOI：10.1021/cs300806w

  日期：2013.4.5

  An organocatalytic asymmetric Michael addition of nitroalkanes to trifluoromethylated acrylamides in good yields and with good to excellent diastereoselectivities and excellent enantioselectivities is described. The Michael adducts could be readily transformed into optically pure trifluoromethylated gamma-aminobutyric acid 7 in high yields without loss in enantioselectivities.