132970-02-6

Basic information

• Product Name: 1-(3'-Azido-2',3'-dideoxy-α-L-threo-pentofuranosyl)thymine
• CAS NO: 132970-02-6
• Molecular Weight: 267.244
• Mol File: 132970-02-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-(3'-Azido-2',3'-dideoxy-α-L-threo-pentofuranosyl)thymine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3'-Azido-2',3'-dideoxy-α-L-threo-pentofuranosyl)thymine(132970-02-6)
• EPA Substance Registry System: 1-(3'-Azido-2',3'-dideoxy-α-L-threo-pentofuranosyl)thymine(132970-02-6)

Safety Data

• Hazardous Substances Data: 132970-02-6(Hazardous Substances Data)

Upstream product

• 3795-68-4 methyl α-L-arabinofuranoside 
• 16033-24-2 1-<α-L-Arabinofuranosyl>thymine 
• 65-71-4 thymin 
• 132969-97-2 1-(2-O-Acetyl-3,5-di-O-benzoyl-α-L-arabinofuranosyl)thymine 
• 132969-98-3 C₂₄H₂₂N₂O₈ 
• 132969-99-4 1-(3′,5′-di-O-benzoyl-2′-deoxy-αβ-L-ribofuranosyl)thymine 
• 133008-03-4 1,2-Di-O-acetyl-3,5-di-O-benzoyl-L-arabinofuranose 
• 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 
• 189074-35-9 1-O-Acetyl-2,3,5-tri-O-benzoyl-α/β-L-arabinofuranoside 
• 137147-00-3 1-<2'-O-Phenoxythiocarbonyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-L-arabinofuranosyl>thymine 
• 137146-99-7 1-<3',5'-O-(1,1,3,3-Tetraisopropyldisiloxane-1,3-diyl)-α-L-arabinofuranosyl>thymine 
• 137174-38-0 5-methyl-1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyltetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione 
• 42793-97-5 2,3,5-tri-O-benzoyl-1-O-methyl-α-L-arabinofuranose 

Relevant articles and documents

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.

SYNTHESIS OF NEW 2'-DEOXY-3'-SUBSTITUTED-α-L-THREO-PENTAFURANONUCLEOSIDES OF THYMINE AS POTENTIAL ANTIVIRAL AGENTS.

The title compounds, which are related to AZT and its congeners have been synthesized by a multi-step approach and their antiviral properties examined.