alpha-Glycosyl ureas can be synthesised directly from tetra-O-benzyl glycosyl azides and isocyanates, using a one-pot procedure that is simple and general in scope. The benzyl protecting groups are easily removed from the urea products by catalytic hydrogenation. The synthesised alpha-glycosyl ureas represent a new class of neo-glycoconjugates with the potential of being resistant towards carbohydrate processing enzymes.
A facile stereoselective synthesis of α-glycosyl ureas / Aldo Bianchi, Davide Ferrario, Anna Bernardi. - In: CARBOHYDRATE RESEARCH. - ISSN 0008-6215. - 341:10(2006), pp. 1438-1446.
A facile stereoselective synthesis of α-glycosyl ureas
Aldo Bianchi;Anna Bernardi
2006
Abstract
alpha-Glycosyl ureas can be synthesised directly from tetra-O-benzyl glycosyl azides and isocyanates, using a one-pot procedure that is simple and general in scope. The benzyl protecting groups are easily removed from the urea products by catalytic hydrogenation. The synthesised alpha-glycosyl ureas represent a new class of neo-glycoconjugates with the potential of being resistant towards carbohydrate processing enzymes.
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