Rapid and clean microwave-assisted synthesis of N-acetylneuraminic acid methyl ester and its b-methyl glycoside
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Chopra, Pradeep
Thomson, Robin J
Grice, I Darren
von Itzstein, Mark
Thomson, Robin J
Grice, I Darren
von Itzstein, Mark
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2012
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Abstract
The effect of microwave irradiation on the synthesis of N-acetylneuraminic acid methyl ester and its bmethyl glycoside is investigated. On a 1 g scale, a high yield (94%) of the methyl ester was obtained after 15 min at 80 C. Acceleration of the glycosidation reaction was achieved, with the b-methyl glycoside isolated in good yield following optimisation of reaction conditions to 15 min at 120 C.
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Tetrahedron Letters
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53
Issue
46
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Medicinal and biomolecular chemistry
Biologically active molecules
Organic chemistry
Organic chemical synthesis
Biochemistry and cell biology