166830-74-6

Usage

Uses

Used in Pharmaceutical Industry:
4-N-tert-Butyloxycarbonyl ZanaMivir AMine is used as a reactant for the preparation of potent anti-influenza didehydrodideoxyacetylneuraminic acid analogs. These analogs are essential in the development of new and improved anti-influenza drugs, which can help combat the rapid spread of influenza viruses and reduce the severity of the disease.
The compound's role in the pharmaceutical industry is to facilitate the creation of more effective and targeted treatments for influenza, which can potentially save lives and reduce the burden on healthcare systems during outbreaks. By contributing to the development of novel anti-influenza drugs, 4-N-tert-Butyloxycarbonyl ZanaMivir AMine plays a vital part in the ongoing fight against this pervasive viral infection.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 130525-62-1 5-acetamido-4-amino-2,6-anhydro-3,4,5-trideoxy-D-glycero-D-galacto-non-2-enonic acid 

Downstream Products

• 166830-76-8 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-((1R,2R)-1,2,3-trihydroxy-propyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 182251-56-5 (4S,5R,6R)-5-Acetylamino-4-amino-6-propylcarbamoyl-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 182251-57-6 (4S,5R,6R)-5-Acetylamino-4-amino-6-(methyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 182251-51-0 (2R,3R,4S)-3-Acetylamino-4-(tert-butoxycarbonylamino)-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-benzhydryl ester 
• 182251-53-2 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-propylcarbamoyl-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 182251-54-3 (4S,5R,6R)-5-Acetylamino-4-(tert-butoxycarbonylamino)-6-(methylpropylcarbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 182251-55-4 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-dipropylcarbamoyl-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 182251-52-1 (2R,3R,4S)-3-acetylamino-4-(tert-butoxycarbonylamino)-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-benzhydryl ester 2-(2,3,4,5,6-pentafluoro-phenyl) ester 
• 1053528-18-9 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-(2-hydroxy-ethylcarbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 1055042-12-0 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-(ethyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 1053643-98-3 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-(pyrrolidine-1-carbonyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 1053256-23-7 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-(butyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 1053623-53-2 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-cyclohexylcarbamoyl-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 
• 1053644-63-5 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-diallylcarbamoyl-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 

Relevant academic research and scientific papers

Dihydropyrancarboxamides related to zanamivir: A new series of inhibitors of influenza virus sialidases. 1. Discovery, synthesis, biological activity, and structure-activity relationships of 4-guanidino- and 4-amino-4h-pyran-6-carboxamides

4-Amino- and 4-guanidino-4ff-pyran-6-carboxamides 4 and 5 related to zanamivir (GG167) are a new class of inhibitors of influenza virus sialidases. Structure-activity studies reveal that, in general, secondary amides are weak inhibitors of both influenza

Synthesis of 6-, 7- and 8-carbon sugar analogues of potent anti-influenza 2,3-didehydro-2,3-dideoxy-N-acetylneuraminic acid derivatives

Analogues of the potent anti-influenza A and B compound, 4-guanidino-Neu5Ac2en, are described in which the stereochemically demanding C-6-glycerol side-chain is truncated.Syntheses of the one- and two-carbon side-chain analogues, of both 4-guanidino- and 4-amino-Neu5Ac2en, are presented, as well as the syntheses of analogues lacking any side-chain.Whilst complete removal of the C-6 side-chain abolishes activity, a stepwise increase in inhibition of influenza neuraminidase and influenza A and B in cell culture with increasing C-6 chain length is observed.The one-carbon, hydroxymethyl derivative retains significant activity to represent a suitable lead in the search for neuraminidase inhibitors of reduced stereochemical demand and synthetic complexity.