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Synthesis of 9-(2-phosphonylmethoxy)ethyl-8-[14C]adenine [14C]PMEA

✍ Scribed by U. J. Haynes; J. E. Swigor; J. J. Bronson

Publisher
John Wiley and Sons
Year
1992
Tongue
French
Weight
153 KB
Volume
31
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The synthesis of [^14^C] PMEA (3) was achieved by coupling the sodium salt of 8‐[^14^C]adenine (1) with 2‐(diisopropyl‐phosphonymethoxy) ethanol methanesulfonate in N,N‐dimethylformamide at 100°C to provide the diisopropyl ester (2). Deesterification with bromotrimethylsilane in acetonitrile, followed by concentration and then aqueous hydrolysis of the resulting silylated intermediate produced [^14^C] PMEA (3) as a crystalline solid having a radiochemical purity of 99.1% and a specific activity of 88.7 μCi/mg in an overall yield of 30%.

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