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The Methyl Ethers of D-Galactose

Authors: D J, BELL;

The Methyl Ethers of D-Galactose

Abstract

Publisher Summary This chapter discusses methyl ethers of D -galactose. The 2,3,4,6-tetramethyl- D -galactopyranos is obtained by the full methylation of the methyl α- or β- D -galactopyranosides, followed by acid hydrolysis of the products. Selective trimethylation at positions 3, 4, and 6 has been accomplished by starting with the 1,2-isopropylidene- D -galactopyranose. The supposed 1,3-anhydro- D -galactopyranoset, the structure of which is assigned from the fact that it is not oxidized by periodate, would have supplied a starting material for 2,4,6-trimethyl- D -galactose, but subsequent investigation as shown that its full methylation and the subsequent hydrolysis of the product yields 2,3,5-trimethyl- D -galactose , proving that this galactosan is actually l,6-anhydro-α-D-galactofuranose. Sugar is obtained in crystalline form by methylation of methyl 3,4-isopropylidene-β- D -galactopyranosid 6-nitrate, followed by stepwise removal of the substituent radicals. The synthesis of the sugar presented certain technical problems. While the obvious starting material is either of the methyl 4,6-benzylidene- D -galactopyranosides it is quite clear that neither carboxylic nor sulphonic nor nitric esters could be used for temporary masking of hydroxyls 2 and 3.

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Keywords

Methyl Ethers, Galactose

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selected citations
These citations are derived from selected sources.
This is an alternative to the "Influence" indicator, which also reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Citations provided by BIP!
popularity
This indicator reflects the "current" impact/attention (the "hype") of an article in the research community at large, based on the underlying citation network.
BIP!Popularity provided by BIP!
influence
This indicator reflects the overall/total impact of an article in the research community at large, based on the underlying citation network (diachronically).
BIP!Influence provided by BIP!
impulse
This indicator reflects the initial momentum of an article directly after its publication, based on the underlying citation network.
BIP!Impulse provided by BIP!
13
Average
Top 10%
Average
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