Fluorine containing amino acids : synthesis and peptide coupling of amino acids containing the all-cis tetrafluorocyclohexyl motif
Abstract
A synthesis of two (S)-phenylalanine derivatives is described which have the all-cis, 2,3,5,6-tetrafluorocyclohexyl motif attached to the aromatic ring at the meta and para positions; the para substituted isomer is elaborated into illustrative dipeptides via the free amine and carboxylate respectively demonstrating its utility as a novel amino acid for peptide synthesis and offering a vehicle for incorporation of this unique and facially polarized ring system into bioactive compounds.
Citation
Ayoup , M S , Cordes , D B , Slawin , A M Z & O'Hagan , D 2015 , ' Fluorine containing amino acids : synthesis and peptide coupling of amino acids containing the all-cis tetrafluorocyclohexyl motif ' , Organic & Biomolecular Chemistry , vol. 13 , no. 20 , pp. 5621-5624 . https://doi.org/10.1039/C5OB00650C
Publication
Organic & Biomolecular Chemistry
Status
Peer reviewed
ISSN
1477-0520Type
Journal article
Description
MA thanks the Egyptian Government for a Scholarship. DO’H thanks the Royal Society for a Royal Society Wolfson Research Merit Award.Collections
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