83005-48-5

Upstream product

• 82995-88-8 9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-amino>purine 
• 100-51-6 benzyl alcohol 
• 13464-19-2 phenyl chlorothioformate 
• 51549-35-0 3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 

Downstream Products

• 83005-50-9 2-N-(benzyloxycarbonyl)-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine 
• 82995-91-3 2-<(benzyloxycarbonyl)amino>-9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>purine 

Relevant academic research and scientific papers

Synthesis of Benzyl and Benzyloxycarbonyl Base-Blocked 2'-Deoxyribonucleosides

Acylimidazoles have been alkylated with trialkyloxonium tetrafluoroborates to form acylimidazolium salts.These salts, particularly (benzyloxycarbonyl)imidazolium salts, are shown to be effective agents for the direct, mono-N-protection of deoxynucleosides as their acyl derivatives.These acyl nucleosides are also available via thiocarbamate intermediates.Thus 3',5'-bis(tert-butyldimethylsilyl)-2'-deoxyguanosine (4b), on treatment with phenyl chlorothioformate, gave the 6-thiophenyl-substituted purine 38a.The thiophenyl group of 38a can be replaced by hydrogen, amino, and alkoxy groups to give a variety of substituted purine deoxyribonucleosides.