Mixed sugar–nylon 14-, 28- and 42-membered ring macrocyclic lactams

Graphic Hydrogenation of linear ω-azido-pentafluorophenyl esters from mixed oligomers of 6-amino-6-deoxy- d-galactonic acid (or 6-amino-6-deoxy- d-mannonic acid) and 6-aminohexanoic acid gives cyclic peptides containing 14-, 28- and 42-membered ring lactams. Hydrogenation of a tetrameric peptide der...

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Bibliographic Details
Published in:Tetrahedron letters 2004, Vol.45 (1), p.163-166
Main Authors: Mayes, Benjamin A., Cowley, Andrew R., Ansell, Christopher W.G., Fleet, George W.J.
Format: Article
Language:English
Subjects:
biopolymer
cyclic peptide
cyclodextrin
macrocyclic lactam
sugar amino acid
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Summary:Graphic Hydrogenation of linear ω-azido-pentafluorophenyl esters from mixed oligomers of 6-amino-6-deoxy- d-galactonic acid (or 6-amino-6-deoxy- d-mannonic acid) and 6-aminohexanoic acid gives cyclic peptides containing 14-, 28- and 42-membered ring lactams. Hydrogenation of a tetrameric peptide derived from ε-amino acids gave a 28-membered ring lactam in 79% yield.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2003.10.105