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- W2024261625 abstract "The addition of 1-thio-D-glucose sodium salt to per-O-acetylated 1,2-dideoxy-1-nitro-D-arabino-hex-1-enitol, readily available from D-arabinose, afforded the corresponding 2-S-glycosylated 1-deoxy-1-nitro-D-mannitol and -D-glucitol peracetates. These, after deacetylation, were transformed by the Nef reaction to 2-thioepisophorose and 2-thiosophorose, respectively. The 2-thiodisaccharides easily epimerize in aqueous sodium bicarbonate at ambient temperature to a 1:4 equilibrium mixture. The predominant 2-thiosophorose was obtained crystalline. A 1H NMR study of the epimerization in deuterium oxide showed that the reaction involves an H-2 proton exchange mechanism." @default.
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- W2024261625 date "1996-03-01" @default.
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- W2024261625 title "A nitro sugar derivative route to 2-thioepisophorose and 2-thiosophorose and their remarkable facile epimerization" @default.
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- W2024261625 doi "https://doi.org/10.1016/0008-6215(95)00395-9" @default.
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