New Approach for the Efficient Synthesis of Carbamate-Tethered Glycosylated Amino Acids and Their Insertion into Peptides

Abstract An efficient two-step route for the synthesis of carba­mate-tethered glycosylated amino acids by coupling of oxycarbonyl chlorides derived from side-chain hydroxyl group of N α -Fmoc-Ser, Thr, Tyr and homoserine (Hser) with appropriately protected sugar-1-amine has been described. The utili...

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Bibliographic Details
Published in:Synlett 2008-03, Vol.2008 (4), p.496-500
Main Authors: Hemantha, H. P., Sureshbabu, Vommina V.
Format: Article
Language:English
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Summary:Abstract An efficient two-step route for the synthesis of carba­mate-tethered glycosylated amino acids by coupling of oxycarbonyl chlorides derived from side-chain hydroxyl group of N α -Fmoc-Ser, Thr, Tyr and homoserine (Hser) with appropriately protected sugar-1-amine has been described. The utility of these neoglycoamino acids as building blocks for the synthesis of neoglycopeptides possessing the carbamate moiety has been demonstrated.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2008-1032087