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Dimitriou, E and Miller, GJ (2020) Synthesis and Isolation of Diastereomeric Anomeric Sulfoxides from a d-Mannuronate Thioglycoside Building Block. Molbank, 2020 (1). ISSN 1422-8599
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Official URL: https://www.mdpi.com/1422-8599/2020/1/M1111
Abstract
Methyl [S-phenyl 4-O-acetyl-2,3-di-O-benzyl-1-thio-α-d-mannopyranoside (R/S)S-oxide] uronate was synthesised from a thioglycoside mannosyl uronate donor in a 98% yield. By using one equivalent of meta-chloroperbenzoic acid (m-CPBA) as the sulphur oxidant, a smooth conversion to the diastereomeric sulfoxide products was achieved. The product was fully characterized by 1H, 13C and 2D NMR alongside MS analysis.
Item Type: | Article |
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Additional Information: | This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited |
Uncontrolled Keywords: | glycosyl sulfoxide; uronate; thioglycoside oxidation; mannose |
Subjects: | Q Science > Q Science (General) Q Science > QD Chemistry |
Divisions: | Faculty of Natural Sciences > School of Chemical and Physical Sciences |
Depositing User: | Symplectic |
Date Deposited: | 04 May 2020 09:30 |
Last Modified: | 04 May 2020 09:30 |
URI: | https://eprints.keele.ac.uk/id/eprint/7925 |
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