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.
| 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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