The Bis-Trityl Route to (S)-HPMPA |
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| Authors: | Robert R Webb II |
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| Institution: | Departments of Antiinfective Chemistry Bristol-Myers Company , Pharmaceutical Research and Development Division , 5 Research Parkway, P.O. Box 5100, Wallingford, Connecticut, 06492-7660 |
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| Abstract: | 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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