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- W2012021710 abstract "Abstract Upon treatment with hydroxylamine‐, benzyl‐ and benzoyl‐protected β‐ D ‐glucopyranosyl cyanides efficiently afforded the corresponding amidoximes. They reacted by O ‐acylation in the presence of carboxylic acids or acyl chlorides to provide benzyl‐ and benzoyl‐protected O ‐acylamidoximes. The latter were isolated and fully characterized. Thermal cyclization of O ‐acylamidoximes yielded the corresponding 5‐substituted 3‐ C ‐β‐ D ‐glucopyranosyl‐1,2,4‐oxadiazoles, either in a “one‐pot” procedure (benzylated series), or in two steps (benzoylated series). The twelve 5‐substituted 1,2,4‐oxadiazoles obtained upon debenzoylation were assayed against glycogen phosphorylase (GP). 3‐ C ‐(β‐ D ‐Glucopyranosyl)‐5‐(2‐naphthyl)‐1,2,4‐oxadiazole was the best inhibitor of rabbit muscle glycogen phosphorylase b ( K i = 38.4 ±3.0 μ M ). (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)" @default.
- W2012021710 created "2016-06-24" @default.
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- W2012021710 date "2006-08-30" @default.
- W2012021710 modified "2023-10-16" @default.
- W2012021710 title "In Search of Glycogen Phosphorylase Inhibitors: 5‐Substituted 3‐<i>C</i>‐Glucopyranosyl‐1,2,4‐oxadiazoles from β‐<scp>D</scp>‐Glucopyranosyl Cyanides upon Cyclization of <i>O</i>‐Acylamidoxime Intermediates" @default.
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- W2012021710 doi "https://doi.org/10.1002/ejoc.200600073" @default.
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