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Original Articles

The Bis-Trityl Route to (S)-HPMPA

Pages 619-624 | Received 01 Jun 1988, Published online: 24 Oct 2006
 

Abstract

(S)-HPMPA, (S)-9-(3-hydroxy-2-phosphonyl)methoxypropyl)-adenine 1, a broad spectrum adenine nucleotide antiviral, was prepared from (S)-DHPA 2. Protection of (S)-DHPA 2 as its′ N,O-di-trityl derivative 3 followed by regioselective 2′-O-alkylation with p-toluene-sulfonyloxymethyldiethylphosphonate yielded bis-trityl-protected diethyl-(S)-HPMPA 4. De-protection and ester cleavage gave (S)-HPMPA 1.

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