methyl 2-anilino-3,3,3-trifluoro-2-hydroxypropanoate | 864366-06-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-anilino-3,3,3-trifluoro-2-hydroxypropanoate
• CAS: 864366-06-3
• 化学式: C₁₀H₁₀F₃NO₃
• 分子量: 249.19
• InChiKey: VHAKOUJZNOEYJE-UHFFFAOYSA-N

物化性质

• 熔点：
  66-68 °C
• 沸点：
  357.7±42.0 °C(Predicted)
• 密度：
  1.417±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.52
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.56
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 2-anilino-3,3,3-trifluoro-2-hydroxypropanoate 生成 4-(α-hydroxy-α-carbomethoxytrifluoroethyl)aniline
  参考文献：
  名称：

  Methyl 3,3,3-trifluoropyruvate hemiaminals: Stability and transaminations

  摘要：

  Hemiaminals of methyl 3,3,3-trifluoropyruvate with aromatic amines, benzylic monoamines and diamines were prepared and their interconversions studied using NMR spectrometry. In solution, benzylic hemiaminals were found to be stable in contrast to aromatic hemiaminals, which, in turn, were stable in the solid state. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.02.020
• 作为产物：
  描述：

  三氟丙酮酸甲酯 、 苯胺 以 乙醚 为溶剂， 反应 1.0h， 以100%的产率得到methyl 2-anilino-3,3,3-trifluoro-2-hydroxypropanoate
  参考文献：
  名称：

  Methyl 3,3,3-trifluoropyruvate hemiaminals: Stability and transaminations

  摘要：

  Hemiaminals of methyl 3,3,3-trifluoropyruvate with aromatic amines, benzylic monoamines and diamines were prepared and their interconversions studied using NMR spectrometry. In solution, benzylic hemiaminals were found to be stable in contrast to aromatic hemiaminals, which, in turn, were stable in the solid state. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2005.02.020

文献信息

• Preparation of new trifluoromethyl substituted tri- and tetracyclic heterocycles with Peganin skeleton from a methyl 3,3,3-trifluoropyruvate / 2-aminobenzylamine adduct
  作者：Bohumil Dolenský、Jaroslav Kvíčala、Oldřich Paleta、Jan Čejka、Jan Ondráček

  DOI：10.1016/0040-4039(96)01517-1

  日期：1996.9

  Addition of 2-aminobenzylamine to methyl trifluoropyruvate afforded methyl 2-((2-aminobenzyl)amino)-3,3,3-trifluoro-2-hydroxypropionate, which reacted with various ketones to give new fluorinated tricyclic and tetracyclic heterocycles with the skeleton of the alkaloid Peganin.

  将2-氨基苄胺加到三氟丙酮酸甲酯中，得到2-（（2-氨基苄基）氨基）-3,3,3-三氟-2-羟基丙酸甲酯，它与各种酮反应，得到新的氟化三环和四环杂环，骨架为生物碱Peganin。