The synthesis of some purine nucleosides from 4,6-di-O-acetyl-3-deoxy-3-(ethoxycarbonylamino)-D-glucal |
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Authors: | Gerhardus J Lourens A Jordaan |
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Abstract: | The acid catalyzed reaction of 4,6-di-O-acetyl-3-deoxy-3-(ethoxycarbonylamino)-D-glucal and 6-chloropurine in nitrometliane solution gave 6-ehloro-9-(4′,6′-di-O-acetyl-2′,3′-dideoxy-3′-ethoxy-carbonylamino-α- and β-D-arafemohexopyranosyl)purine. These were converted to the corresponding deblocked 6-dimetliylaminopurine nucleosides by treatment with ethanolic dimethylamine; acetylation of these gave the respective 4′,6′-di-O-acetyl derivatives. The anomeric assignments for the nucleosides were based on their nmr spectral data. |
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