Synthetic analogues of polynucleotides. IV. Carboxymethyl derivatives of uridine and of thymidine.

@article{Halford1968SyntheticAO,
  title={Synthetic analogues of polynucleotides. IV. Carboxymethyl derivatives of uridine and of thymidine.},
  author={Maurice H. Halford and A. Stanley Jones},
  journal={Journal of the Chemical Society. Perkin transactions 1},
  year={1968},
  volume={21},
  pages={
          2667-70
        }
}
  • M. Halford, A. S. Jones
  • Published 1968
  • Chemistry, Biology
  • Journal of the Chemical Society. Perkin transactions 1
5′-O-Carboxymethyl-2′,3′-O-isopropylideneuridine (I) was obtained by treatment of the disodio-derivative of isopropylideneuridine with sodium chloroacetate. Small amounts of 3-carboxymethyl and 3-carboxymethyl-5′-O-carboxymethyl derivatives of isopropylideneuridine were also formed. The monosodio-derivative of isopropylideneuridine gave 3-carboxymethyl-2′,3′-O-isopropylideneuridine. Acid hydrolysis of (I) produced 5′-O-carboxymethyluridine. Condensation of (I) with 5′-O-tritylthymidine in the… 
4 Citations

N(3)‐Protection of Thymidine with Boc for an Easy Synthetic Access to Sugar‐Alkylated Nucleoside Analogs

Boc Protection proved to be completely resistant to the strong basic conditions required to regioselectively achieve O‐alkylation, therefore, providing synthetic access to a variety of sugar‐alksylated nucleoside analogs.

Polynucleotide Analogues: Synthesis and Physicochemical Properties

The synthesis of polynucleotide analogues as model compounds for natural ones and hopes for their utilization in chemotherapy as polymeric drugs are raised.