Synthesis of mesoionic xanthine nucleosides |
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Authors: | Richard A. Glennon Ernst Schubert R.Gerald Bass |
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Affiliation: | Departments of Pharmaceutical Chemistry and Chemistry Virginia Commonwealth University, Richmond, VA 23298 U.S.A. |
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Abstract: | The synthesis of the first examples of Class II mesoionic xanthine nucleosides is described. Tri-O-acetylribofuranosylaminothiazole is cyclized by condensation with bis (2,4,6-tri-chlorophenyl) malonate and the resultant product is de-protected to yield (8-β--ribofuranosyl-5-hydroxy-7-oxothiazolo [3,2-a] pyrimidinium hydroxide); the glucosyl derivative is prepared in a similar manner. |
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