Efficient Synthesis of d4T Diphosphate and d4T Triphosphate

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Abstract:

The diphosphate and triphosphate of an antiviral 2’,3’-dideoxynucleoside, d4T, were synthesized via a P(V)–N activation method. The key d4T phosphoropiperidate intermediate was obtained by a redox condensation method based on 2,2’-dithiodipyridine/triphenylphosphine system. The reaction of the phosphoropiperidate with phosphate and pyrophosphate in the presence of acidic 4,5-dicyanoimidazole activator afforded the desired d4T diphosphate and triphosphate in high isolated yields.

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211-214

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March 2014

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© 2014 Trans Tech Publications Ltd. All Rights Reserved

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