Skip to main content

Research Repository

Advanced Search

1,2,3,4-Tetra-O-Acetyl- ß-D-Mannuronic Acid

Miller, Gavin; Beswick, Laura

1,2,3,4-Tetra-O-Acetyl- ß-D-Mannuronic Acid Thumbnail


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
Publicly Available Date Mar 29, 2024
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




You might also like



Downloadable Citations