Preparation and proton magnetic resonance spectra of the methyl ethers of 1,6-anhydro-β-D-glucopyranose
- 1 January 1971
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society C: Organic
- p. 3143-3155
- https://doi.org/10.1039/j39710003143
Abstract
The seven methyl ethers of 1,6-anhydro-β-D-glucopyranose have been prepared and their proton magnetic resonance spectra examined. Additive rules have been derived and used successfully to predict the chemical shifts of the ring protons. I.r. hydroxy-stretching frequencies of the monomethyl and dimethyl ethers have been measured. Intramolecular hydrogen bonding can be invoked to explain the selective esterification of 1,6-anhydro-β-D-glucopyranose with acid chlorides in pyridine.Keywords
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