A mild method for the synthesis of a novel dehydrobutyrine-containing amino acid

Webster, Alexandra M.; Coxon, Christopher R.; Kenwright, Alan M.; Sandford, Graham; Cobb, Steven L.

doi:10.1016/j.tet.2014.05.031

A mild method for the synthesis of a novel dehydrobutyrine-containing amino acid

Webster, Alexandra M.; Coxon, Christopher R.; Kenwright, Alan M.; Sandford, Graham; Cobb, Steven L.

Authors

Alexandra M. Webster

Christopher R. Coxon

Alan M. Kenwright

Graham Sandford

Professor Steven Cobb s.l.cobb@durham.ac.uk
Professor

Abstract

Dehydrobutyrine is an amino acid that is present in a range of peptide natural products. Reaction of pentafluoropyridine with threonine and subsequent E1cb-type elimination allowed the preparation of novel dehydrobutyrine-containing amino acids under mild conditions.

Citation

Webster, A. M., Coxon, C. R., Kenwright, A. M., Sandford, G., & Cobb, S. L. (2014). A mild method for the synthesis of a novel dehydrobutyrine-containing amino acid. Tetrahedron, 70(31), 4661-4667. https://doi.org/10.1016/j.tet.2014.05.031

Journal Article Type	Article
Publication Date	Aug 5, 2014
Deposit Date	Oct 21, 2013
Publicly Available Date	Jun 17, 2014
Journal	Tetrahedron
Print ISSN	0040-4020
Publisher	Elsevier
Peer Reviewed	Peer Reviewed
Volume	70
Issue	31
Pages	4661-4667
DOI	https://doi.org/10.1016/j.tet.2014.05.031
Keywords	Pentafluoropyridine, Nucleophilic aromatic substitution, Dehydrobutyrine, Amino acid.