Microwave-assisted synthesis of N-glycolylneuraminic acid derivatives

…, PD Madge, RJ Thomson, ID Grice, M von Itzstein

Index: Chopra, Pradeep; Madge, Paul D.; Thomson, Robin J.; Grice, I. Darren; Von Itzstein, Mark Tetrahedron Letters, 2013 ,  vol. 54,  # 41  p. 5558 - 5561

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Abstract

Abstract A rapid, efficient and scalable synthesis of biologically-relevant N- glycolylneuraminic acid derivatives from the natural N-acetyl (Neu5Ac) precursors has been developed. Microwave irradiation provides accelerated de-N-acetylation compared to more traditional methods, with optimised NaOH-promoted de-N-acetylation in only 15 min. The prepared amines were readily re-N-acylated to afford the corresponding N-glycolyl ( ...