551929-66-9

Upstream product

• 120046-86-8 2-chloro-N-⁶-(3-iodobenzyl)adenine 
• 551929-65-8 (2R,3S,4S)-5-Acetoxy-4-benzoyloxy-3-fluoro-tetrahydro-furan-2-carboxylic acid methyl ester 
• 152711-00-7 Methyl 3-deoxy-3-fluoro-β-D-arabinofuranoside 
• 237410-10-5 ((2R,3S,4S,5R)-3-fluoro-4-hydroxy-5-methoxytetrahydrofuran-2-yl)methyl benzoate 
• 43168-73-6 methyl 2,3-anhydro-β-D-lyxofuranoside 
• 51754-99-5 Methyl 3,5-O-Isopropylidene-β-D-xylofuranoside 
• 96622-64-9 Methyl-2-O-tosyl-β-D-xylofuranosid 
• 551929-62-5 [(2R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-fluoro-5-methoxy-tetrahydro-furan-2-yl]-methanol 
• 551929-63-6 (2R,3R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester 
• 551929-64-7 (2R,3S,4S,5R)-4-Benzoyloxy-3-fluoro-5-methoxy-tetrahydro-furan-2-carboxylic acid methyl ester 
• 551929-61-4 Benzoic acid (2R,3R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-3-fluoro-5-methoxy-tetrahydro-furan-2-ylmethyl ester 
• 551929-56-7 Toluene-4-sulfonic acid (2R,3R,4R,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-fluoro-2-methoxy-tetrahydro-furan-3-yl ester 
• 551929-54-5 methyl-[O³,O⁵-isopropylidene-O²-(toluene-4-sulfonyl)-β-D-xylofuranoside] 

Downstream Products

• 551929-68-1 Benzoic acid (2R,3S,4S,5R)-2-[2-chloro-6-(3-iodo-benzylamino)-purin-9-yl]-4-fluoro-5-methylcarbamoyl-tetrahydro-furan-3-yl ester 

Relevant academic research and scientific papers

Design and synthesis of A3 adenosine receptor ligands, 3′-fluoro analogues of Cl-IB-MECA

Synthesis of 3′-deoxy-3′-fluoro-N6-substituted adenosines as bioisosteres of Cl-IB-MECA and their binding affinities to A 3 adenosine receptor are described.

Design, synthesis and binding affinity of 3′-fluoro analogues of Cl-IB-MECA as adenosine A3 receptor ligands

Several 3′-fluoro analogues, 1a, 1b, and 1c of selective and potent adenosine A3 receptor agonist, Cl-IB-MECA were synthesized from D-xylose via highly regioselective opening of lyxo-epoxides, 8a and 8b with fluoride anion. Compared to the high binding affinity of Cl-IB-MECA to the A3 adenosine receptor, the corresponding 3′-fluoro derivative showed remarkably decreased binding affinity, indicating that 3′-hydroxyl group acts as hydrogen bonding acceptor, not hydrogen bonding donor like fluorine atom in binding to the A3 adenosine receptor.