Phosphonate analog of 2'-deoxy-5-fluorouridylic acid

Abstract
The phosphonate analogue (6) [1-(2,5,6-trideoxy-.beta.-D-ribo-hexofuranosyl-5-fluorouracil)-6''-phosphonic acid] of 2''-deoxy-5-fluorouridylic acid was prepared via a Pfitzner-Moffatt oxidation and Wittig reaction. This compound inhibited thymidylate synthetase from 3 sources [Lactobacillus casei, Escherichia coli and coliphage T2] and was cytotoxic to [human larynx carcinoma] HEp2 cells in culture.