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Morpholinone mediated oxazolone‐free C ‐terminus amide coupling permitting a convergent strategy for peptide synthesis by Laurence M. Harwood; Simon J. Mountford; Ran Yan is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

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## Abstract 3‐Substituted‐5‐phenylmorpholinones have been demonstrated to act as __N__‐protected __C__‐terminus activated α‐amino acids capable of undergoing solution phase __N__‐terminus peptide extension following standard coupling procedures. The __N__‐acylated morpholinones do not undergo epimerisation of the stereocentre of the __C__‐terminus amino acid residue as oxazolone formation is sterically prevented, although __C__‐terminus peptide coupling is still possible. This convergent approach to peptide synthesis is exemplified by the preparation of L‐ala‐L‐ala‐L‐ala and L‐ala‐D‐ala‐L‐ala. Copyright © 2008 European Peptide Society and John Wiley & Sons, Ltd.

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Author

Laurence M. Harwood; Simon J. Mountford; Ran Yan

Publisher

John Wiley and Sons; Wiley (John Wiley & Sons); John Wiley & Sons Inc.; Wiley (ISSN 1075-2617)

Published

2008

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)