Synthesis of nucleotide 5'-diphosphates from 5'-O-tosyl nucleosides

VJ Davisson, DR Davis, VM Dixit…

Index: Davisson, V. Jo; Davis, Darrell R.; Dixit, Vyas M.; Poulter, C. Dale Journal of Organic Chemistry, 1987 , vol. 52, # 9 p. 1794 - 1801

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Citation Number: 156

Abstract

Procedures are described for the synthesis of nucleoside 5 '-diphosphates, methanediphosphonates, and di-fluoromethanediphosphonates. The general strategy involves protection of the nucleosides as amidine, 2', 3 '-methoxymethylidene, and 3'-(tert- butyldimethylsilyl) derivatives prior to tosylation with tosyl chloride and (N, N- dimethy1amino) pyridine. Deprotection, followed by displacement of the tosyl moiety with ...