16033-24-2

Upstream product

• 87-72-9 L-(+)-arabinose 
• 56272-01-6 1,2,3,5-tetra-O-acetyl-L-arabinofuranose 
• 532-20-7 L-arabinose 
• 189074-35-9 1-O-Acetyl-2,3,5-tri-O-benzoyl-α/β-L-arabinofuranoside 
• 42793-97-5 2,3,5-tri-O-benzoyl-1-O-methyl-α-L-arabinofuranose 
• 3444-09-5 1,3-bis(trimethylsilyl)thymine 
• 20290-92-0 1-<2',3',5'-Tri-O-benzoyl-α-L-arabinofuranosyl>thymine 
• 3795-68-4 methyl α-L-arabinofuranoside 

Downstream Products

• 28854-96-8 1-[(2R,4S,5S)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione 
• 137147-01-4 3'-O-Methylsulfonyl-5'-O-triphenylmethyl-α-L-thymidine 
• 7791-71-1 1-(5-O-trityl-2-deoxy-β-D-lyxofuranosyl)thymine 
• 137147-00-3 1-<2'-O-Phenoxythiocarbonyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-L-arabinofuranosyl>thymine 
• 137147-02-5 1-(3'-Azido-2',3'-dideoxy-5'-O-triphenylmethyl-α-L-threo-pentofuranosyl)thymine 
• 132970-02-6 1-(3'-Azido-2',3'-dideoxy-α-L-threo-pentofuranosyl)thymine 
• 131682-41-2 1-[(2R,4R,5S)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methylpyrimidine-2,4-dione 

Relevant academic research and scientific papers

Synthesis of [1-[2',5'-bis-O-(t-butyldimethylsilyl)-β-L- ribofuranosyl]thymine]-3'-spiro-5''-(4''-amino-1'',2''-oxathiole-2'',2''- dioxide) (L-TSAO-T)

Derivatives of TSAO-T based upon pentofuranose sugars with the L- configuration have been prepared and evaluated as inhibitors of HIV-1 induced cytopathicity.

MODIFIED OLIGOMERIC COMPOUNDS AND USES THEREOF

The present disclosure provides oligomeric compounds comprising a modified oligonucleotide having at least one stereo-non-standard nucleoside. An oligomeric compound comprising a modified oligonucleotide consisting of 12-30 linked nucleosides, wherein at least one nucleoside of the modified oligonucleotide is a stereo-non-standard nucleoside; and wherein the oligomeric compound is selected from among an RNAi compound, a modified CRISPR compound, and an artificial mRNA compound.

MODIFIED OLIGOMERIC COMPOUNDS AND USES THEREOF

The present disclosure provides oligomeric compounds comprising a modified oligonucleotide having at least one stereo-non-standard nucleoside.

Synthesis and regioselective deacylation studies on peracylated 2′-azido arabino- and ribo-thymine nucleosides: Towards 5′-O,2′-N-linked oligonucleotides

Peracylated 1-(2′-azido-α-L-arabino-/β-D-ribofuranosyl) thymine has been chemoenzymatically synthesized and subjected to deacylation studies in the presence of CAL-B (Candida antarctica lipase-B immobilized on polyacrylate) in acetonitrile. It is observed that CAL-B mediates highly selective deacylation of the ester function involving C-5′ hydroxyl group of the nucleosides leading to the formation of 1-(2′-azido-3′-O- acyl-α-L-arabino / β-D-ribofuranosyl)thymine in very high yields, which are otherwise very difficult to prepare by classical chemical methods. The 3′-O-acylated azidonucleosides may be used as key precursors for the preparation of 5′-O-2′-N-linked oligonucleotides of biological importance.

Synthesis of 1-(3'-azido-2',3'-dideoxy-α-L-threo-pentofuranosyl)thymine as a potential anti-HIV agent

Starting from methyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranoside, a multistep synthesis of the C-4' epimer of AZT is described. Glycosylation of silylated thymine with 2,3,5-tri-O-benzoyl-L-arabinofuranosyl acetate (5) affords the α-nucleoside 7 after debenzoylation. Deoxygenation at C-2' of the selectively protected 8, followed by displacement of a 3'-methanesulfonyl group by lithium azide leads to the title compound which did not exhibit antiviral activity against HIV-1.