Microwave-assisted synthesis of N-glycolyIneuraminic acid derivatives
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Chopra, Pradeep
Madge, Paul D
Thomson, Robin J
Grice, I Darren
von Itzstein, Mark
Madge, Paul D
Thomson, Robin J
Grice, I Darren
von Itzstein, Mark
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Date
2013
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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 (Neu5Gc) analogues.
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Tetrahedron Letters
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54
Issue
41
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Medicinal and biomolecular chemistry
Organic chemistry
Organic chemical synthesis
Biochemistry and cell biology