174837-64-0

Upstream product

• 1822-00-0 trimethylsilylmethyllithium 
• 103763-15-1 5-O-tert-butyldiphenylsilyl-1,2-O-(1-methylethylidene)-β-L-threo-pentofuranose-3-ulose 
• 103763-14-0 (3aR,5S,6S,6aR)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol 

Downstream Products

• 174837-66-2 5-t-butyldiphenylsilyl-3-deoxy-3-C-hydroxymethyl-1,2-isopropylidene-L-lyxo-(1,4)-furanose 
• 174955-14-7 5-(t-butyldiphenylsilyl)-3-deoxy-3-C-methylene-1,2-isopropylidene-L-threo-pentofuranose 
• 174837-65-1 3-deoxy-1,2-O-isopropylidene-3-C-methylene-L-threo-pentofuranose 

Relevant academic research and scientific papers

Branched-chain nucleosides: Synthesis of 3'-deoxy-3'-C-hydroxymethyl-α-L-lyxopyranosyl thymine and 3'-deoxy-3'-C-hydroxymethyl-α-L-threofuranosyl thymine

The synthesis of 3'-deoxy-3'-C-hydroxymethyl branched nucleosides with α-L-lyxopyranosyl and α-L-threofuranosyl sugar moieties is described. The synthetic scheme makes use of a furanose → pyranose conversion and of the formation of both furanose and pyranose nucleosides during Vorbruggen sugar-base condensation reaction starting from tetra-O-acetyl-3-deoxy-3-C-hydroxymethyl-L-lyxo-(1,6)-furanose. The conformation of the target molecules is discussed.