1214912-86-3

Upstream product

• 1214912-85-2 methyl 5-N-acetyl-3,5-dideoxy-3-fluoro-8,9-O-isopropylidene-D-erythro-α-L-manno-non-2-ulopyranosonate 
• 1005-56-7 phenylcarbonochloridothioate 
• 14131-64-7 N-acetyl-D-mannosamine 

Relevant academic research and scientific papers

The synthesis of a series of deoxygenated 2,3-difluoro-N-acteylneuraminic acid derivatives as potential sialidase inhibitors

Here we describe the successful syntheses of a series of 4-, 7-, 8- and 9-deoxygenated 2,3-difluoro-N-acetylneuraminic acid derivatives as potential mechanism-based inhibitors of sialidases. The syntheses commenced utilising an enzyme-catalysed aldolase reaction between N-acetyl mannosamine and β-fluoropyruvic acid to give 3-fluoro-N-acetyl-neuraminic acid. This common intermediate was then used in selective protection protocols and Barton-McCombie deoxygenations to generate the complete set of mono-deoxygenated 3-fluoro-N-acetylneuraminic acid derivatives. Finally, a fluorination step utilising (diethylamino)sulfur trifluoride (DAST) was used to successfully generate each of the target difluorides.

COMPOUNDS FOR TREATING VIRAL INFECTIONS

Compounds for treating viral infections are disclosed, and in particular sialic acid derivatives that are capable of inhibiting influenza neuramidinases. The present invention also relates to compositions, methods and medical uses that employ such compounds.