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Miller, GJ and Beswick, L (2017) 1,2,3,4-Tetra-O-Acetyl- β-D-Mannuronic Acid. Molbank, 2017 (3). ISSN 1422-8599

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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.

Item Type: Article
Additional Information: This is the final published version of the article (version of record). It first appeared online via MDPI AG at http://doi.org/10.3390/M947 - please refer to any applicable terms of use of the publisher.
Uncontrolled Keywords: mannuronic acid, uronate, TEMPO/BAIB, oxidation, NMR
Subjects: Q Science > QD Chemistry
Divisions: Faculty of Natural Sciences > School of Chemical and Physical Sciences
Depositing User: Symplectic
Date Deposited: 12 Sep 2018 14:41
Last Modified: 14 Sep 2018 14:43
URI: https://eprints.keele.ac.uk/id/eprint/5310

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