Pentaric acids and derivatives from nitric acid–oxidized pentoses

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dc.contributor.authorHinton, Michael R.
dc.contributor.authorManley-Harris, Merilyn
dc.contributor.authorHardcastle, Kenneth I.
dc.contributor.authorKiely, Donald E.
dc.date.accessioned2013-08-19T03:16:59Z
dc.date.available2013-08-19T03:16:59Z
dc.date.issued2013
dc.description.abstractThis report describes the preparation of the four stereoisomeric pentaric acids by nitric acid oxidation of d-xylose, d-arabinose, l-arabinose, and d-ribose, with xylaric, d-arabinaric, and l-arabinaric acids being made in a reactor under computer control. The pentaric acids were converted to their crystalline N,N′-dimethylpentaramides, derivatives that proved useful for isolation of the arabinaric acids from their respective oxidation mixtures. The N,N′-dimethylpentaramides were readily convertible to the corresponding pentaric acid disodium salts in aqueous sodium chloride. The 2,3,4-O-triacetyl-N,N′-dimethylpentaramides of xylaric, l-arabinaric, and ribaric acid were also prepared. Ribaric acid was isolated as crystalline 1,4(5,2)-ribarolactone and further characterized by x-ray crystallography.en_NZ
dc.identifier.citationHinton, M. R., Manle-Harris, M., Hardcastle, K. I. & Kiely, D. E. (2013). Pentaric acids and derivatives from nitric acid–oxidized pentoses. Journal of Carbohydrate Chemisty, 32(1), 68-85.en_NZ
dc.identifier.doi10.1080/07328303.2012.745550en_NZ
dc.identifier.urihttps://hdl.handle.net/10289/7870
dc.language.isoenen_NZ
dc.publisherTaylor & Francisen_NZ
dc.relation.isPartOfJournal of Carbohydrate Chemistryen_NZ
dc.relation.urihttp://www.tandfonline.com/doi/abs/10.1080/07328303.2012.745550#.UhGJmn_4J7sen_NZ
dc.subjectnitric aciden_NZ
dc.subjectoxidationen_NZ
dc.subjectpentaric acidsen_NZ
dc.subjectcomputer-controlled reactionen_NZ
dc.subjectX-ray crystal structureen_NZ
dc.titlePentaric acids and derivatives from nitric acid–oxidized pentosesen_NZ
dc.typeJournal Articleen_NZ
pubs.begin-page68en_NZ
pubs.elements-id38218
pubs.end-page85en_NZ
pubs.issue1en_NZ
pubs.volume32en_NZ
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