Synthesis of tritium-labelled 5-chloro-2',3'-dideoxy- 3'-fluorouridine (935U83) - A selective anti-HIV agent

Article abstract of DOI:10.1002/jlcr.2580360802

[5'-³H]-5-Chloro-2',3'-dideoxy-3'-fluorouridine (1; R=[³H]) was prepared at a specific activity of 10.2 Ci/mmol suitable for development of a radioimmunoassay procedure. The synthetic sequence employed controlled oxidation of unlabelled 1 to the 5'-aldehyde (2), isolation as the imidazolidine adduct (3), regeneration of the free aldehyde, reduction with [³H]NaBH₄, and purification by preparative TLC. The radiochemical purity was 98.0%.