(±)-2-(3,4,5-trifluorophenyl)butanoic acid | 1876034-98-8

• 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: (±)-2-(3,4,5-trifluorophenyl)butanoic acid
• 英文别名: 2-(3,4,5-Trifluorophenyl)butanoicacid；2-(3,4,5-trifluorophenyl)butanoic acid
• CAS: 1876034-98-8
• 化学式: C₁₀H₉F₃O₂
• 分子量: 218.175
• InChiKey: LIDZBQHINUGCNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  15
• 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：
  37.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-((R)-3-(3,4-dimethoxyphenyl)-1-(3-(2-morpholinoethoxy)phenyl)propyl) piperidine-2-carboxylate 、 (±)-2-(3,4,5-trifluorophenyl)butanoic acid 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以103 mg的产率得到(R)-3-(3,4-dimethoxyphenyl)-1-(3-(2-morpholinoethoxy)phenyl)propyl (2S)-1-(2-(3,4,5-trifluorophenyl)butanoyl)piperidine-2-carboxylate
  参考文献：
  名称：

  Synthesis of Shld Derivatives, Their Binding to the Destabilizing Domain, and Influence on Protein Accumulation in Transgenic Plants

  摘要：

  A series of 35 analogues of Shld with modifications in the A-residue and the C-residues were prepared and investigated for binding to FKBP and GFP accumulation in transgenic plants. The modifications investigated explored variations that were supposedly inside or outside the receptor binding site with the latter being important by influencing the overall polarity of the compounds in order to improve the absorption in plants. The binding of the new compounds to the destabilizing domain was determined using a fluorescence polarization competition assay, and the GFP expression in engineered Arabidopsis thaliana was studied. The results showed that modifications of the C-building block phenol with acidic, basic, and neutral groups led to better ligands with some being better than Shld in the plant. Generally small, polar substituents showed the best GFP accumulation.

  DOI：

  10.1021/acs.jmedchem.9b00497
• 作为产物：
  描述：

  3,4,5-三氟苯乙酸 、 碘乙烷 在 正丁基锂 、 N¹,N³-bis((R)-1-phenyl-2-(piperidin-1-yl)ethyl)propane-1,3-diamine 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.41h， 以45%的产率得到(±)-2-(3,4,5-trifluorophenyl)butanoic acid
  参考文献：
  名称：

  Synthesis of Shld Derivatives, Their Binding to the Destabilizing Domain, and Influence on Protein Accumulation in Transgenic Plants

  摘要：

  A series of 35 analogues of Shld with modifications in the A-residue and the C-residues were prepared and investigated for binding to FKBP and GFP accumulation in transgenic plants. The modifications investigated explored variations that were supposedly inside or outside the receptor binding site with the latter being important by influencing the overall polarity of the compounds in order to improve the absorption in plants. The binding of the new compounds to the destabilizing domain was determined using a fluorescence polarization competition assay, and the GFP expression in engineered Arabidopsis thaliana was studied. The results showed that modifications of the C-building block phenol with acidic, basic, and neutral groups led to better ligands with some being better than Shld in the plant. Generally small, polar substituents showed the best GFP accumulation.

  DOI：

  10.1021/acs.jmedchem.9b00497