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One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates
Published on: January 15, 2018
Microwave-assisted reaction of glycosylamine with aspartic acid
Feliciana Real-Fernández1, Francesca Nuti, M Angeles Bonache
1Laboratory of Peptide and Protein Chemistry and Biology, Polo Scientifico e Tecnologico, University of Firenze, 50019, Sesto Fiorentino, FI, Italy.
Abstract:
The synthesis of N-protected glycosyl amino acids from amines has been investigated and it was found that, under microwave conditions, glycosylamines could be hydrolyzed leading to new products containing a glycosyl ester linkage. The efficiency of the microwave-induced glycosylation of aspartic acid was studied comparing the microwave activity between amide and ester bond formation. Different sugar moieties have been employed to demonstrate the simple and reproducible coupling methodology. New glycosyl ester compounds were further characterized by NMR spectroscopy.
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