Nucleosides VI: The synthesis and optical properties of the 5′-(adenin-9-yl)-5′-deoxy derivatives of thymidine and 2′-deoxyadenosine

Add time:08/12/2019    Source:sciencedirect.com

Two “double-headed” nucleosides, 5′-(adeni-9-yl)thymidine (3) and 5′-(adenin-9-yl)-2,5′-dideoxyadenosine (4) have been synthesized from a 5′-deoxy-5′-tosyl precursor through displacement of the tosyl group by adenine (sodium salt) in N,N-dimethylformamide. The site of attachment of the incoming adenine moiety was established by degradation of 3 to 9-(2-hydroxyethyl)adenine. Some intramolecular base-base interactions in 3 and 4 were indicated by their u.v. and c.d. spectra.

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