82995-92-4Relevant academic research and scientific papers
Synthesis of Benzyl and Benzyloxycarbonyl Base-Blocked 2'-Deoxyribonucleosides
Watkins, Bruce E.,Rapoport, Henry
, p. 4471 - 4477 (2007/10/02)
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.
Synthesis of Oligodeoxyribonucleotides Using N-Benzyloxycarbonyl-Blocked Nucleosides
Watkins, Bruce E.,Kiely, John S.,Rapoport, Henry
, p. 5702 - 5708 (2007/10/02)
The exo amino groups of 2'-deoxyadenosine and 2'-deoxycytidine have been blocked as the benzyl carbamates, and 2'-deoxyguanosine has been blocked as its 2-N-(benzyloxycarbonyl)carbamate and 6-O-benzyl ether.These blocked nucleosides have been incorporated
