A new synthesis of 6- and 8-alkylpurine nucleosides
- 1 July 1978
- journal article
- research article
- Published by Oxford University Press (OUP) in Nucleic Acids Research
- Vol. 5 (suppl_2) , s309-s314
- https://doi.org/10.1093/nar/1.suppl_2.s309
Abstract
A new method of synthesis of 6-alkylpurine ribosides and 8-alkyladenosines from purine nucleosides is described. Reaction of 2′,3′,5′-tri- O -benzoyl-β- D -ribofuranosyl-6-methylsulfonylpurine with a carbanion from ethyl aceto-acetate gave the 6-ethoxycarbonylmethyl derivative. Alkylation followed by decarboxylation of the debenzoylated 6-ethoxycarbonylmethylpurine riboside afforded 6-ethyl to 6-pentyl-purine ribosides in high yields. Similar treatment of the 8-methylsulfonyladenosine derivative afforded 8-ethyladenosine and related 8-substituted adenosines.Keywords
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