Three-component, one-pot sequential synthesis of glyco-hydantoin conjugates.
The development of new methods for linking sugars to heterocycles and peptides is an attractive area of research because glyco-conjugates play important roles in biology and medicine and are indispensable tools for probing several processes. Herein we report a one-pot, three-component sequential procedure for the synthesis of a novel class of glyco-conjugates, i.e. glyco-hydantoin conjugates, in high yields and very mild conditions, using readily accessible starting materials. We also demonstrated that some of the glyco-hydantoin conjugates obtained are synthons for the preparation of a novel class of glyco-pseudopeptides in which the amino acid is tethered to the sugar through the hydantoin ring.
Dipartimento di Chimica Agroalimentare, Università degli Studi di Milano, via Celoria 2, 20133 Milano, Italy.
Maria Cristina
MC
Bellucci
Alessandra
A
Ghilardi
Alessandro
A
Volonterio
D002241:Carbohydrates / Q000737:chemistry*; D006001:Glycoconjugates / Q000138:chemical synthesis* / Q000737:chemistry; D006827:Hydantoins / Q000737:chemistry*; D015394:Molecular Structure
D002241:Carbohydrates; D006001:Glycoconjugates; D006827:Hydantoins