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Synthesis of Amino Acid-Derived Cyclic Acyl Amidines for Use in β-Strand Peptidomimetics
Published Web Location
https://www.ncbi.nlm.nih.gov/pubmed/?term=Synthesis+of+amino+acid-derived+cyclic+acyl+amidines+for+use+in+%CE%B2-strand+peptidomimeticsNo data is associated with this publication.
Abstract
The acyl amidine represented by the 4,5-dihydro-2(3H)-pyrazinone ring system 2 is isosteric to the vinylogous amide of the 1,2-dihydro-3(6H)-pyridinone 1, but its assembly from separate amine and amide components enables ready incorporation of an amino acid side chain with correct regio- and stereochemistry. beta-Strand peptidomimetics incorporating amino acid analogues based on 2 have recently been shown to be potent, protease-resistant ligands to a PDZ protein-interaction domain. Two routes to the protected dipeptide analogue 3 are described.
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