Literature DB >> 27976770

Synthesis and physical chemical properties of 2-amino-4-(trifluoromethoxy)butanoic acid - a CF3O-containing analogue of natural lipophilic amino acids.

Ivan S Kondratov1, Ivan G Logvinenko1, Nataliya A Tolmachova1, Roman N Morev2, Maria A Kliachyna2, Florian Clausen3, Constantin G Daniliuc3, Günter Haufe4.   

Abstract

2-Amino-2-(trifluoromethoxy)butanoic acid (O-trifluoromethyl homoserine) was synthesized as a racemate and in both enantiomeric forms. The measured pKa and log D values establish the compound as a promising analogue of natural aliphatic amino acids.

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Year:  2017        PMID: 27976770     DOI: 10.1039/c6ob02436j

Source DB:  PubMed          Journal:  Org Biomol Chem        ISSN: 1477-0520            Impact factor:   3.876


  4 in total

1.  Hydrolysis, polarity, and conformational impact of C-terminal partially fluorinated ethyl esters in peptide models.

Authors:  Vladimir Kubyshkin; Nediljko Budisa
Journal:  Beilstein J Org Chem       Date:  2017-11-16       Impact factor: 2.883

2.  Dichlorotrifluoromethoxyacetic Acid: Preparation and Reactivity.

Authors:  Riadh Zriba; Alaric Desmarchelier; Frédéric Cadoret; Sébastien Bouvet; Anne-Laure Barthelemy; Bruce Pégot; Patrick Diter; Guillaume Dagousset; Jean-Claude Blazejewski; Elsa Anselmi; Yurii Yagupolskii; Emmanuel Magnier
Journal:  Molecules       Date:  2017-06-09       Impact factor: 4.411

3.  Preparative Method for Asymmetric Synthesis of (S)-2-Amino-4,4,4-trifluorobutanoic Acid.

Authors:  Jianlin Han; Ryosuke Takeda; Xinyi Liu; Hiroyuki Konno; Hidenori Abe; Takahiro Hiramatsu; Hiroki Moriwaki; Vadim A Soloshonok
Journal:  Molecules       Date:  2019-12-10       Impact factor: 4.411

Review 4.  Synthesis of complex unnatural fluorine-containing amino acids.

Authors:  William D G Brittain; Carissa M Lloyd; Steven L Cobb
Journal:  J Fluor Chem       Date:  2020-11       Impact factor: 2.050

  4 in total

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