173256-72-9

Upstream product

• 169514-25-4 2',3'-dideoxy-3'-C-hydroxymethyl-β-D-erythro-pentopyranosyl adenine 
• 169514-22-1 N-[9-((3aS,5R,7aS)-2,2-Dimethyl-hexahydro-1,6-dioxa-2-sila-inden-5-yl)-9H-purin-6-yl]-benzamide 
• 169514-16-3 N-{9-[(2R,5S)-5-(Bromomethyl-dimethyl-silanyloxy)-5,6-dihydro-2H-pyran-2-yl]-9H-purin-6-yl}-benzamide 
• 14470-28-1 mono-4-methoxytrityl chloride 
• 173256-63-8 2',3'-dideoxy-3'-C-(methoxytrityl)-oxymethyl-β-D-erythro-pentopyranosyl adenine 
• 162934-32-9 (2',3'-Dideoxy-β-D-glycero-pent-2'-enopyranosyl)-N⁶-benzoyladenine 
• 173256-64-9 4'-O-(2,4-dinitrobenzoyl)-2',3'-dideoxy-3'-C-(methoxytrityl)oxyphenyl-α-L-threo-pentoyranosyl adenine 

Downstream Products

• 173256-73-0 2',3'-dideoxy-3'-C-(methoxytrityl)oxymethyl-α-L-threo-pentopyranosyl(N⁶-benzoyl)adenine 

Relevant academic research and scientific papers

Synthesis of 3'-Deoxy-3'-C-Hydroxymethyl-aldopentopyranosyl Nucleosides and their Incorporation in Oligonucleotides. Part II.

The synthesis of 3'-deoxy-3'-C-hydroxymethyl-aldopentopyranosyl nucleosides using an intramolecular radical C-C bond formation reaction is described.This method gives good results for the synthesis of thymine and adenine nucleosides, but not for cytosine and quanine nucleosides.Dependent on the configuration (β-D-erythro or α-L-threo), the conformation of the adenine nucleosides is clearly different (axial base moiety for α-D-erythro and equatorial adenine base for α-L-threo nucleosides) which could be explained by the gauche effect.Oligonucleotides built up to 2',3'-dideoxy-3'-C-hydroxymethyl-α-L-threo-pentopyranosyl adenine are able to form duplexes with oligothymidylate although with less stability than natural dsDNA.