Phenyloxazoline derivatives of amino-sugars
- 1 January 1972
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- Vol. 2, 248-254
- https://doi.org/10.1039/p19720000248
Abstract
The preparation and borohydride reduction of 2,3-dideoxy-5,6-O-isopropylidene-2′-phenyl-D-allofuranoso-[2,3-d]-Δ2′-oxazoline (XXI) are described. The reduction product was a derivative of 2-amino-2-deoxy-D-allitol, indicating that no isomerisation of the sugar system in compound (XXI) had occurred during its formation and reduction. A derivative of muramic acid containing a reduced side chain was synthesised from a phenyloxazoline derivative of 2-amino-2-deoxy-D-glucofuranose. A convenient method for the preparation of the 5,6-carbonate of 1,2-O-isopropylidene-D-glucofuranose and related sugars was also developed.Keywords
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