Rapid and clean microwave-assisted synthesis of N-acetylneuraminic acid methyl ester and its b-methyl glycoside
Author(s)
Chopra, Pradeep
Thomson, Robin J
Grice, I Darren
von Itzstein, Mark
Year published
2012
Metadata
Show full item recordAbstract
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.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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Journal Title
Tetrahedron Letters
Volume
53
Issue
46
Subject
Medicinal and biomolecular chemistry
Biologically active molecules
Organic chemistry
Organic chemical synthesis