The automated synthesis of sulfur-containing oligodeoxyribonucleotides using 3H-1, 2-benzodithiol-3-one 1, 1-dioxide as a sulfur-transfer reagent

RP Iyer, LR Phillips, W Egan, JB Regan…

Index: Iyer; Phillips; Egan; Regan; Beaucage Journal of Organic Chemistry, 1990 , vol. 55, # 15 p. 4693 - 4699

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Citation Number: 341

Abstract

Several polysulfides were tested as potential sulfur-transfer reagents during the automated synthesis of oligodeoxyribonucleoside phosphorothioates via the" deoxyribonucleoside phosphoramidite" approach. The thiosulfonate 3H-1, 2-benzodithiol-3-one 1, l-dioxide (12) was particularly efficient as a sulfurizing reagent. A 0.2 M solution of 12 in acetonitrile converted the dinucleoside monophosphite triesters 13a-d into the corresponding ...

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