208720-75-6

Upstream product

• 75-36-5 acetyl chloride 
• 208720-74-5 (3R,4R,5S)-4-Amino-5-azido-3-propylsulfanyl-cyclohex-1-enecarboxylic acid methyl ester 
• 187226-93-3 (1R,5R,6R)-5-Methoxymethoxy-7-aza-bicyclo[4.1.0]hept-3-ene-3-carboxylic acid methyl ester 
• 187226-97-7 (3R,4R,5S)-4-Acetylamino-5-azido-3-methoxymethoxy-cyclohex-1-enecarboxylic acid methyl ester 
• 187226-89-7 (3R,4S,5R)-5-Azido-4-hydroxy-3-methoxymethoxy-cyclohex-1-enecarboxylic acid methyl ester 
• 187226-91-1 (3R,4S,5R)-5-Azido-4-methanesulfonyloxy-3-methoxymethoxy-cyclohex-1-enecarboxylic acid methyl ester 
• 187227-22-1 (1S,5S,6S)-5-Azido-7-trityl-7-aza-bicyclo[4.1.0]hept-2-ene-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Novel compound, its synthetic method and therapeutic use (by machine translation)

Novel compounds are described. The compounds generally comprise an acidic group, a basic group, a substituted amino or N-acyl and a group having an optionally hydroxylated alkane moiety. Pharmaceutical compositions comprising the inhibitors of the invention are also described. Methods of inhibiting neuraminidase in samples suspected of containing neuraminidase are also described. Antigenic materials, polymers, antibodies, conjugates of the compounds of the invention with labels, and assay methods for detecting neuraminidase activity are also described.

C3-thia and C3-carba isosteres of a carbocyclic influenza neuraminidase inhibitor, (3R,4R,5S).4-acetamido-5-amino-3-propoxy-1-cyclohexene-1-carboxylic acid

The importance of the oxygen atom in the C3 ether side chain of a carbocyclic influenza neuraminidase inhibitor 3 was investigated by replacement of the C3 ether oxygen atom of 3 with either a sulfur atom (compound 4) or a carbon atom (compound 5). The regio- and stereospecific syntheses of both isoteres are described starting from (-)-quinic acid.