Literature DB >> 30920055

Method for determination of optical purity of 2-arylpropanoic acids using urea derivatives based on a 1,1'-binaphthalene skeleton as chiral NMR solvating agents: Advantages and limitations thereof.

Petra Cuřínová1, Peter Hájek2, Kristýna Janků2, Roman Holakovský2.   

Abstract

Five optically active urea derivatives (1-5) were used as NMR solvating agents for analysis of the optical purity of different 2-arylpropanoic acids commonly used as nonsteroidal anti-inflammatory drugs. These novel chiral solvating agents were more efficient at discriminating the respective enantiomers of targets than the chiral solvating agents known so far, without the need to add a base for achieving the signal splitting. The advantages and limits of the use of these novel chiral solvating agents were studied.
© 2019 Wiley Periodicals, Inc.

Entities:  

Keywords:  arylpropanoic acids; binaphthalene; chiral solvating agent; nonsteroidal anti-inflammatory drugs; urea

Year:  2019        PMID: 30920055     DOI: 10.1002/chir.23067

Source DB:  PubMed          Journal:  Chirality        ISSN: 0899-0042            Impact factor:   2.437


  4 in total

1.  Efficient Enantiodifferentiation of Carboxylic Acids Using BINOL-Based Amino Alcohol as a Chiral NMR Solvating Agent.

Authors:  Gaowei Li; Minshan Ma; Guifang Wang; Xiaojuan Wang; Xinxiang Lei
Journal:  Front Chem       Date:  2020-05-04       Impact factor: 5.221

2.  Azaheterocyclic diphenylmethanol chiral solvating agents for the NMR chiral discrimination of alpha-substituted carboxylic acids.

Authors:  Gao-Wei Li; Xiao-Juan Wang; Dan-Dan Cui; Yu-Fei Zhang; Rong-Yao Xu; Shuai-Hua Shi; Lan-Tao Liu; Min-Can Wang; Hong-Min Liu; Xin-Xiang Lei
Journal:  RSC Adv       Date:  2020-09-18       Impact factor: 4.036

3.  Renewable Resources for Enantiodiscrimination: Chiral Solvating Agents for NMR Spectroscopy from Isomannide and Isosorbide.

Authors:  Federica Balzano; Anna Iuliano; Gloria Uccello-Barretta; Valerio Zullo
Journal:  J Org Chem       Date:  2022-09-08       Impact factor: 4.198

4.  Discrimination of enantiomers of amides with two stereogenic centers enabled by chiral bisthiourea derivatives using 1H NMR spectroscopy.

Authors:  Hanchang Zhang; Hongmei Zhao; Jie Wen; Zhanbin Zhang; Pericles Stavropoulos; Yanlin Li; Lin Ai; Jiaxin Zhang
Journal:  Org Biomol Chem       Date:  2021-08-05       Impact factor: 3.890

  4 in total

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