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Open AccessCommunication
Molbank 2017, 2017(3), M947; doi:10.3390/M947

1,2,3,4-Tetra-O-Acetyl-β-d-Mannuronic Acid

Lennard-Jones Laboratory, School of Chemical and Physical Sciences, Keele University, Keele, Staffordshire ST5 5BG, UK
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Received: 3 July 2017 / Revised: 10 July 2017 / Accepted: 11 July 2017 / Published: 14 July 2017
(This article belongs to the Section Organic Synthesis)
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Abstract

1,2,3,4-Tetra-O-acetyl-β-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. View Full-Text
Keywords: mannuronic acid; uronate; TEMPO/BAIB; oxidation; NMR mannuronic acid; uronate; TEMPO/BAIB; oxidation; NMR
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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. (CC BY 4.0).

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MDPI and ACS Style

Beswick, L.; Miller, G.J. 1,2,3,4-Tetra-O-Acetyl-β-d-Mannuronic Acid. Molbank 2017, 2017, M947.

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