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Issue 19, 2000
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The synthesis and reactivity of optically pure amino acids bearing side-chain thioamides

John M. Sanderson,a  P. Singh,a  Colin W. G. Fishwick*a  and  John B. C. Findlayb 
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* Corresponding authors

a The University of Leeds, School of Chemistry, Leeds, UK

b The University of Leeds, Research School of Biological Sciences, Leeds, UK

Abstract

The synthesis and reactivity of fully protected thioamide analogues of asparagine and glutamine are described. A key feature of the synthetic strategies employed was the ability to perform selective thiations on multiple carbonyl-containing substrates. Also described are the preparations of thioamide derivatives of phenylalanine. The utility of these amino acid derivatives for solid-phase peptide synthesis is discussed.

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Publication details

The article was received on 13 Jun 2000, accepted on 04 Jul 2000 and first published on 14 Sep 2000


Article type: Paper
DOI: 10.1039/B004688O
Citation: J. Chem. Soc., Perkin Trans. 1, 2000,0, 3227-3231
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    The synthesis and reactivity of optically pure amino acids bearing side-chain thioamides

    J. M. Sanderson, P. Singh, C. W. G. Fishwick and J. B. C. Findlay, J. Chem. Soc., Perkin Trans. 1, 2000, 0, 3227
    DOI: 10.1039/B004688O

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