Gavin Miller g.j.miller@keele.ac.uk
1,2,3,4-Tetra-O-Acetyl- ß-D-Mannuronic Acid
Miller, Gavin; Beswick, Laura
Authors
Laura Beswick
Abstract
1,2,3,4-Tetra-O-acetyl--D-mannuronic acid was synthesized in three steps from commercial D-mannose in 21% yield. Regioselective 6-O-tritylation followed by per-acetylation and 6-OTr removal using HBr/AcOH gave the required primary alcohol substrate, which was then oxidised to the target compound using TEMPO/BAIB. None of the synthetic steps required column chromatography and the product was fully characterized by 1H-NMR, 13C-NMR, 2D NMR, MS and IR.
Citation
Miller, G., & Beswick, L. (2017). 1,2,3,4-Tetra-O-Acetyl- ß-D-Mannuronic Acid. Molbank, 2017(3), Article M947. https://doi.org/10.3390/M947
Journal Article Type | Article |
---|---|
Acceptance Date | Jul 11, 2017 |
Publication Date | Jul 14, 2017 |
Journal | Molbank |
Publisher | MDPI |
Peer Reviewed | Peer Reviewed |
Volume | 2017 |
Issue | 3 |
Article Number | M947 |
DOI | https://doi.org/10.3390/M947 |
Keywords | mannuronic acid, uronate, TEMPO/BAIB, oxidation, NMR |
Publisher URL | http://doi.org/10.3390/M947 |
Files
molbank-2017-M947.pdf
(250 Kb)
PDF
Publisher Licence URL
https://creativecommons.org/licenses/by/4.0/
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