475558-28-2

Upstream product

• 7288-28-0 2,4-bis(trimethylsiloxy)-5-methylpyrimidine 
• 628292-86-4 Acetic acid (3R,3aS,6R,6aR)-3-(1-acetoxy-1-methyl-ethoxy)-6-benzyloxy-hexahydro-furo[3,2-b]furan-2-yl ester 
• 259746-16-2 1,2-di-O-acetyl-3,6-anhydro-5-O-benzyl-α,β-D-glucofuranose 

Downstream Products

• 475558-31-7 1-(3',6'-anhydro-5'-O-benzyl-2'-O-methylthiocarbonyloxy-β-D-glucofuranosyl)-thymine 
• 475558-32-8 1-(3',6'-anhydro-5'-O-benzyl-2'-deoxy-β-D-glucofuranosyl)-thymine 
• 475558-30-6 1-(3',6'-anhydro-5'-O-benzyl-β-D-glucofuranosyl)-thymine 

Relevant academic research and scientific papers

Controlled acetolysis of 3,6-anhydro-5-o-benzyl-1,2-o-isopropylidene-α-D-glucofuranose: Synthesis of 1-(3′,6′-anhydro-α-D-glucofuranosyl)thymine

Controlled acetolysis of 1,2-O-isopropylideneglucofuranose derivative 1 in Ac2O:AcOH:H2SO4 at 0°C is reported to isolate 2-acetoxy dimethylmethylenoxy glucofuranose derivative 2 in quantitative yield. Utility of 2 for the synthesis of alpha linked nucleoside 5a is demonstrated.

Synthesis of 1-(3′,6′-anhydro-2′-deoxy-β-D-glucofuranosyl)-thymine

Synthesis of bicyclic nucleoside 5 is described by coupling of 3 with bis(trimethylsilyl)thymine by use of Sn(IV)Cl as an activator. Synthesis of bicyclic 2′-deoxy analog 1 from 5 by radical deoxygenation of methylxanthate ester 6 is reported.