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环烷基糖苷的柯尼希斯-克诺尔合成法。

Koenigs-Knorr synthesis of cycloalkyl glycosides.

作者信息

Wimmer Zdenek, Pechová Lucie, Saman David

机构信息

Institute of Organic Chemistry and Biochemistry AS CR, Flemingovo namesti 2, CZ-16610, Prague 6, Czech Republic.

出版信息

Molecules. 2004 Nov 30;9(11):902-12. doi: 10.3390/91100902.

DOI:10.3390/91100902
PMID:18007491
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6147277/
Abstract

Cadmium carbonate was found to be a useful promoter in the Koenigs-Knorr synthesis of 2-(4-methoxybenzyl)cyclohexyl-beta-D-glycopyranosides. Using this promoter model glucoside and galactoside derivatives of cyclic (i.e., secondary) alcohols were synthesized in 50-60 % overall yields. Diastereoisomeric mixtures of products were obtained in these syntheses, which started from racemic isomers of 2-(4-methoxy-benzyl)cyclohexanol. The prepared compounds have been purified and characterized by their (1)H- and (13)C-NMR spectra, as well as by their IR and MS spectra, in order to use them as reference compounds in planned subsequent research.

摘要

发现碳酸镉在2-(4-甲氧基苄基)环己基-β-D-吡喃葡萄糖苷的柯尼希斯-克诺尔合成中是一种有用的促进剂。使用该促进剂,环状(即仲)醇的模型葡萄糖苷和半乳糖苷衍生物以50-60%的总收率合成。这些合成中得到了产物的非对映异构体混合物,其起始原料为2-(4-甲氧基苄基)环己醇的外消旋异构体。所制备的化合物已通过其(1)H-和(13)C-NMR光谱以及IR和MS光谱进行了纯化和表征,以便在后续计划的研究中用作参考化合物。

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本文引用的文献

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