2-(4-fluorophenyl)-N-(4-methoxyphenyl)glycine | 124573-83-7

• 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: 2-(4-fluorophenyl)-N-(4-methoxyphenyl)glycine
• 英文别名: (4-fluoro-phenyl)-(4-methoxy-phenylamino)-acetic acid；2-(4-Fluorophenyl)-2-(4-methoxyanilino)acetic acid
• CAS: 124573-83-7
• 化学式: C₁₅H₁₄FNO₃
• 分子量: 275.279
• InChiKey: AXSZMWXHEBIQJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenyl)-N-(4-methoxyphenyl)glycine 在 盐酸 、 乙酸酐 、 sodium nitrite 作用下， 生成 4-(4-fluorophenyl)-3-(4-methoxyphenyl)sydnone
  参考文献：
  名称：

  Csongar, Ch.; Mueller, I.; Slezak, H., Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 6, p. 1006 - 1014

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-fluorophenyl)-2-((4-methoxyphenyl)amino)acetonitrile 在 盐酸 作用下， 反应 10.0h， 以45%的产率得到2-(4-fluorophenyl)-N-(4-methoxyphenyl)glycine
  参考文献：
  名称：

  Csongar, Ch.; Mueller, I.; Slezak, H., Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 6, p. 1006 - 1014

  摘要：

  DOI：

文献信息

• A synthesis of α-amino acids via direct reductive carboxylation of imines with carbon dioxide
  作者：Ajay A. Sathe、Douglas R. Hartline、Alexander T. Radosevich

  DOI：10.1039/c3cc42057d

  日期：——

  A method for the synthesis of alpha-amino acids by direct reductive carboxylation of aromatic imines with CO2 is described. The protocol employs readily available commercial reagents and serves as a one-step alternative to the Strecker synthesis.

  描述了通过用CO 2对芳族亚胺进行直接还原羧化来合成α-氨基酸的方法。该方案采用现成的市售试剂，并作为Strecker合成的一步替代品。
• Radical-based functionalization-oriented construction: rapid assembly of azaarene-substituted highly functionalized pyrroles
  作者：Weigao Hu、Qiangqiang Zhan、Hongwei Zhou、Shanshan Cao、Zhiyong Jiang

  DOI：10.1039/d1sc01470f

  日期：——

  A radical-based functionalization-oriented construction as a new synthetic strategy of azaarene variants is developed.

  一种基于基团的官能化定向构建作为新型合成策略，用于开发氮杂环烃衍生物。
• Ugi four-component condensation with two cleavable components: the easiest synthesis of 2,N-diarylglycines
  作者：Cristina Faggi、Ana G. Neo、Stefano Marcaccini、Gloria Menchi、Julia Revuelta

  DOI：10.1016/j.tetlet.2008.01.134

  日期：2008.3

  The Ugi four-component condensation between anilines, aromatic aldehydes, isocyanides, and α-oxoacids afforded the expected adducts which were cleaved in mild conditions to give 2,N-diarylglycines in high yields.

  苯胺，芳族醛，异氰酸酯和α-含氧酸之间的Ugi四组分缩合反应可提供预期的加合物，将其在温和条件下裂解，可高收率得到2，N-二芳基甘氨酸。
• Electrochemical carboxylation of fluorocontaining imines with preparation of fluorinated N-phenylphenylglycines
  作者：V.G. Koshechko、V.E. Titov、V.N. Bondarenko、V.D. Pokhodenko

  DOI：10.1016/j.jfluchem.2008.06.010

  日期：2008.8

  A possibility of obtaining fluorine-containing N-phenylphenylglycine derivatives at yields of up to 85% via the electrochemical carboxylation of corresponding benzalanilines was shown. The influence of imine's electron structure, the nature of supporting electrolyte and cathodic material on such processes is examined. It was found, that increasing electron accepting ability of the substituents in benzylidene and aniline fragments of the imine molecule lead to decrease of amino acid yields. The dependence of the N-phenyl-p-fluorophenylglycine yield on the cathode material (Zn, GC, Cu, Ag, Pt) and on the nature of the supporting electrolytes (Bu4NBr, Et4NBr, Et4NClO4, PhCH2Me3NClO4, LiBF4, LiClO4, NaBF4 and KBF4) Was investigated. The highest amino acid yields were obtained at cathodes (GC and Zn) that do not exhibit specific adsorption of fluorine-containing imines, as well as in the presence of background salts (Alk(4)NBr) whose cations do not show tendency to strong ion pairing with anion radicals formed by the electrochemical activation of the imines. (c) 2008 Elsevier B.V. All rights reserved.
• Csongar, Ch.; Mueller, I.; Slezak, H., Journal fur praktische Chemie (Leipzig 1954), 1988, vol. 330, # 6, p. 1006 - 1014
  作者：Csongar, Ch.、Mueller, I.、Slezak, H.、Klebsch, H.-J.、Tomaschewski, G.

  DOI：——

  日期：——