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Synthesis of D-glucose 3-O-ethers as models representing the α-ether type linkage between lignin and carbohydrates

Ľ. Kosáková, B. Košíková, and D. Joniak

Institute of Chemistry, Slovak Academy of Sciences, 809 33 Bratislava

 

Abstract: Reaction of Na salt of 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose with substituted benzyl halides, followed by acid hydrolysis gave 3-O-p-methoxybenzyl- and 3-O-veratryl-D-glucose. Acid hydrolysis of 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose 3-O-p-methoxybenzyl and 3-O-veratryl derivs. showed that the stability of the ether linkage in these compds. is comparable to that of the 1,2-O-isopropylidene acetal residue.

Full paper in Portable Document Format: 323a420.pdf

 

Chemical Papers 32 (3) 420–424 (1978)

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