Synthesis of novel 3′-C-branched 2′-deoxynucleosides. Incorporation of 3′-C-(3-hydroxypropyl)thymidine into oligodeoxynucleotides

Abstract

The methyl glycoside derivatives 4, 6, 10 and 32 have been used as precursors for the synthesis of novel 3′-C-alkyl-modified α- and β-2′-deoxynucleosides. Using an alternative linear strategy, 3′-C-methyl- and 3′-C-azidomethyl-modified thymidines 16 and 17 have been synthesized. Hybridization experiments with oligodeoxynucleotides containing 3′-C-(3-hydroxypropyl)thymidine monomers are reported.