83005-49-6

Upstream product

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

Downstream Products

• 82995-94-6 {6-Benzyloxy-9-[(2R,4S,5R)-5-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-tetrahydro-furan-2-yl]-9H-purin-2-yl}-carbamic acid benzyl ester 
• 82995-93-5 {6-Benzyloxy-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-hydroxymethyl-tetrahydro-furan-2-yl]-9H-purin-2-yl}-carbamic acid benzyl ester 
• 82995-92-4 {6-Benzyloxy-9-[(2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-2-yl]-9H-purin-2-yl}-carbamic acid benzyl ester 
• 82995-96-8 9-<3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxy-β-D-erythro-pentofuranosyl>-6-(phenylthio)-2-ureidopurine 

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.