N-苄基-3,3,3-三氟-2-羟基丙酰胺 | 125969-76-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-苄基-3,3,3-三氟-2-羟基丙酰胺
• 英文名称: N-benzyl-3,3,3-trifluorolactyl amide
• 英文别名: N-Benzyl-3,3,3-trifluoro-2-hydroxypropanamide
• CAS: 125969-76-8
• 化学式: C₁₀H₁₀F₃NO₂
• 分子量: 233.19
• InChiKey: NTLMSWVAOMVWLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (S)-(-)-三氟乳酸 、 苄胺 在 N-甲基咪唑 、 甲基磺酰氯 作用下， 以 二氯甲烷 为溶剂， 以41%的产率得到N-苄基-3,3,3-三氟-2-羟基丙酰胺
  参考文献：
  名称：

  Self-disproportionation of enantiomers of 3,3,3-trifluorolactic acid amides via sublimation

  摘要：

  Preparation of racemic and enantiomerically enriched N-phenyl- and N-benzyl-3,3,3-trifluorolactic acid amides has been developed. These compounds were found to have substantial magnitude of the self-disproportionation of enantiomers (SDE) via sublimation. For example, when N-phenyl-3,3,3-trifluorolactic acid amide of 87% ee was sublimed (12 h) from a Petri dish at 80 degrees C open to the atmosphere, the enantiomeric excess of the remainder increased to 96% ee. On the other hand, when a sample of the same compound of 67% ee was subjected to SDE via sublimation under the same conditions, the enantiomeric excess has decreased to 18% ee. These preliminary results as well as excellent chemical and physico-chemical characteristics of these amide derivatives render them as readily available and very promising substrates for systematic study of SDE via sublimation. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2009.10.002

文献信息

• KUBOTA, TOSHIO;KONDOH, YASUO;OHYAMA, TOSHIHIRO;TANAKA, TATSUO, NIPPON KAGAKU KAJSI,(1989) N, S. 1576-1588
  作者：KUBOTA, TOSHIO、KONDOH, YASUO、OHYAMA, TOSHIHIRO、TANAKA, TATSUO

  DOI：——

  日期：——
• Self-disproportionation of enantiomers of 3,3,3-trifluorolactic acid amides via sublimation
  作者：Manabu Yasumoto、Hisanori Ueki、Vadim A. Soloshonok

  DOI：10.1016/j.jfluchem.2009.10.002

  日期：2010.2

  Preparation of racemic and enantiomerically enriched N-phenyl- and N-benzyl-3,3,3-trifluorolactic acid amides has been developed. These compounds were found to have substantial magnitude of the self-disproportionation of enantiomers (SDE) via sublimation. For example, when N-phenyl-3,3,3-trifluorolactic acid amide of 87% ee was sublimed (12 h) from a Petri dish at 80 degrees C open to the atmosphere, the enantiomeric excess of the remainder increased to 96% ee. On the other hand, when a sample of the same compound of 67% ee was subjected to SDE via sublimation under the same conditions, the enantiomeric excess has decreased to 18% ee. These preliminary results as well as excellent chemical and physico-chemical characteristics of these amide derivatives render them as readily available and very promising substrates for systematic study of SDE via sublimation. (C) 2009 Elsevier B.V. All rights reserved.