216860-64-9

Upstream product

• 51-35-4 4R-4-hydroxyproline 
• 16257-73-1 N,O-ditosyl-trans-4-hydroxy-L-proline methyl ester 
• 98-88-4 benzoyl chloride 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 22324-34-1 (2S,4R)-N-Tosyl-4-tosyloxy-O-benzoylprolinol 
• 118329-82-1 (2S,4R)-2-(hydroxymethyl)-1-(toluene-4-sulfonyl)-4-(toluene-4-sulfonyloxy)pyrrolidine 
• 22324-35-2 Benzoic acid (2S,4S)-4-azido-1-(toluene-4-sulfonyl)-pyrrolidin-2-ylmethyl ester 

Downstream Products

• 216692-45-4 Benzoic acid (2S,4S)-4-(3-{2-[1-ethoxy-meth-(E)-ylidene]-butyryl}-ureido)-1-(toluene-4-sulfonyl)-pyrrolidin-2-ylmethyl ester 
• 216692-57-8 Benzoic acid (2S,4S)-4-(5-ethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-ylmethyl ester 

Relevant academic research and scientific papers

Synthesis and biological properties of a new series of 5-substituted- pyrimidine-L-nucleoside analogues

trans-4-hydroxy-L-proline (5) has been elaborated into a new series of pyrrolidine-L-nucleoside analogues incorporating non-standard 5-substituted- pyrimidine nucleobases, via the azidopyrrolidines 12 and 13. Those analogues employing an acyl protecting group on the primary hydroxyl functionality underwent radical bromination of the ethyl side chain of the pyrimidine ring, to provide E-5-(2-bromovinyl)uracil-pyrrolidine-L-nucleosides 23-26. Of the compounds assessed for potential antiviral activity only 5-ethyluracil- (benzoyloxymethyl)pyrrolidine 20 was found to be a specific inhibitor of vaccinia virus.