Synthesis and Characterization of the Naturally Occurring Monocyclic γ-Pyrone Glucosides
作者:
JamesH. Looker,
MichaelS. Fisher,
期刊:
Journal of Carbohydrate Chemistry
(Taylor Available online 1985)
卷期:
Volume 4,
issue 3
页码: 381-392
ISSN:0732-8303
年代: 1985
DOI:10.1080/07328308508070188
出版商: Taylor & Francis Group
数据来源: Taylor
摘要:
β-D-Glucosides of pyromeconic acid (3-hydroxy-4-oxo-4H-pyran), maltol (3-hydroxy-2-methyl-4-oxo-4H-pyran) and α-hydroxymaltol (3-hydroxy-2-hydroxymethyl-4-oxo-4H-pyran) were synthesized in one pot by reaction of stoichiometric amounts of acetobromoglucose and preformed hydroxypyrone anion followed by catalytic deacetylation with methanolic KOH. Products were identified and characterized by comparison of mp and molar rotation with literature, and by FAB-MS, negative ferric chloride test, and H-1 and C-13 NMR. All glycosides were levorotatory,betaand gave recognizable pseudo-molecular ions.
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