Rapid access to uronic acid-based mimetics of Kdn2en from D-glucurono-6, 3-lactone
P Florio, RJ Thomson, M Von Itzstein
Index: Florio, Pas; Thomson, Robin J.; Von Itzstein, Mark Carbohydrate Research, 2000 , vol. 328, # 4 p. 445 - 448
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Citation Number: 19
Abstract
A concise route to novel mimetics of Kdn2en, based on Δ4-uronic acids, from d-glucurono-6, 3-lactone is presented. Uronic acid-based mimetics in which an aliphatic ether (O- glycoside), a thioether (S-glycoside), or acetamide takes the place of the natural C-6 glycerol sidechain of the sialic acid were synthesized from the key intermediate, methyl 2, 3, 4-tri-O- acetyl-α-d-glucopyranosyluronate bromide.
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