AI Article Synopsis
- Sodium hydride treatment of d-glucose-derived substrate 1 in tetrahydrofuran yields 3,6-anhydro monosaccharide 2, plus ether-linked pseudodisaccharides 3 and 4.
- Using sodium ethoxide in ethanol results in 2 as the only product, which can be further developed into bicyclic azidonucleosides 9 and 16.
- Acetylated bicyclic nucleosides 17-19 with added carbohydrate residues are synthesized from pseudodisaccharide 3.
Article Abstract
Treatment of the d-glucose-derived substrate 1 with sodium hydride in tetrahydrofuran provided 3,6-anhydro monosaccharide 2, along with the 5,6-ether linked pseudodisaccharide 3, and pseudotrisaccharide 4. However, reaction of 1 with sodium ethoxide in ethanol afforded 2 as the sole product, elaborated to the bicyclic azidonucleosides 9 and 16. Acetylated bicyclic nucleosides 17-19 with extended carbohydrate residues have been synthesized from 3.
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| http://dx.doi.org/10.1016/j.carres.2007.08.013 | DOI Listing |
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