J. Lubkowitz, D. Horler, J. Baruel
Oct 1, 1974
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Journal
Journal of Labelled Compounds and Radiopharmaceuticals
Abstract
O,S-Dimethyl phosphoroamidothioate has been synthesized with 32P and with 14C in the methoxy and the S-methyl group. Phosphorus trichloride was reacted with sulfur giving phosphorrus thiochloride. The latter was reacted with methanol in the presence of acridine and calcium oxide yielding O-methyl phosphorodichloridothioate. Isomerization at 100°C gave S-methyl phosphorodichloridothioate. Finally, treatment with methanol and ammonia gave O,S-dimethyl phosphoroamidothioate. 32P-labelled phosphorus trichloride and 14C-methanol were appropriately introduced to yield the desired compound. The intermediates and final product were characterized by NMR, mass spectra and TLC. Products were purified by solvent partition (S-methyl labelled) and anion exchange chromatography (32P-labelled). Radiochemical purity was determined by TLC. Liquid Scintillation counting was used to determine specific activities. The 32P-labelled compound had a specific activity of 163 μCi/mM while the 14C-methoxy and S-methyl compounds had specific activities of 86 and 68 μCi/mM respectively.