Introduction of an alkyl group into the sugar portion of uracilnucleosides by the use of Gilman reagents.
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Substitution of a p-toluenesulfonyloxy group in the sugar portion of uracilnucleosides by an alkyl group was investigated by using Gilman reagents (R<SUB>2</SUB>CuLi). In the cases of 5'-O-tosyl derivatives of 2', 3'-O-isopropylideneuridine, moderate vields of 5'-alkylated products were obtained. In contrast to this, the reactions of the corresponding 2'-deoxyuridine derivatives gave higher yields of products. A similar substitution reaction at the 3'-position of 2'-deoxyuridine derivatives was also examined.
- Chemical and Pharmaceutical Bulletin
Chemical and Pharmaceutical Bulletin 38(2), 355-360, 1990
The Pharmaceutical Society of Japan