SYNTHESIS OF C-4-DISUBSTITUTED ANALOGS OF N-ACETYLNEURAMINIC ACID

Authors
GROVES DR VONITZSTEIN M
Citation
Dr. Groves et M. Vonitzstein, SYNTHESIS OF C-4-DISUBSTITUTED ANALOGS OF N-ACETYLNEURAMINIC ACID, Journal of the Chemical Society. Perkin transactions. I, (23), 1996, pp. 2817-2821
Citations number
22
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
23
Year of publication
1996
Pages
2817 - 2821
Database
ISI
SICI code
0300-922X(1996):23<2817:SOCAON>2.0.ZU;2-V
Abstract
The synthesis of some novel C-4-disubstituted analogues of N-acetylneu raminic acid has been achieved by nucleophilic opening of the epoxide ring in the acetyl-4,4'-anhydroneuraminic acid derivatives 6 and 7. Th is has provided the azide 8, the methyl ether 9, the nitrile 10 and th e chloride 11 of the 8,9-isopropylidenated beta-methyl ketoside of met hyl N-acetylneuraminate in moderate to good yields.