612485-32-2

Upstream product

• 612485-17-3 5-O-benzoyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-α-L-ribofuranose 
• 1027222-97-4 Benzoic acid (2R,3R,4S)-3-cyano-4,5-dihydroxy-tetrahydro-furan-2-ylmethyl ester 
• 98-88-4 benzoyl chloride 
• 612485-22-0 N⁶-benzoyl-9-(2'-O-acetyl-5'-O-benzoyl-3'-C-cyano-3'-deoxy-β-L-ribofuranosyl)adenine 

Downstream Products

• 612485-35-5 9-(5'-O-benzoyl-3'-C-cyano-2',3'-didehydro-2',3'-dideoxy-β-L-ribofuranosyl)adenosine 

Relevant academic research and scientific papers

Synthesis and anti-HIV activity of L-β-3′-C-cyano-2′,3′-unsaturated nucleosides and L-3′-C-cyano-3′-deoxyribonucleosides

An efficient synthetic method was developed for L-β-3′-C-cyano-2′,3′-unsaturated nucleosides and L-3′-C-cyano-3′-deoxyribonucleosides. The key intermediate 11 was obtained from L-xylose, from which a series of pyrimidine and purine nucleosides were prepared in high yield by the coupling of 11 and various silyl-protected bases in the presence of TMSOTf. These nucleosides were eliminated, followed by deprotecting to give L-β-3′-C-cyano-2′,3′-unsaturated nucleosides. When selectively deprotected by hydrazine hydrate in buffered acetic acid-pyridine followed by treatment with potassium carbonate in methanol, L-3′-C-cyano-3′-deoxyribonucleosides were obtained. The synthesized nucleosides were tested for anti-HIV activity.