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Synthesis of Pyrrolo[2,3-d]pyrimidines that are Structurally Related to Methylated Guanosines from tRNA and the Nucleoside Q Analogs,PreQ0 and PreQ1
Authors:Chin Shu Cheng a  Geoffrey C Hoops b  Robert A Earl c  Leroy B Townsend
Institution:1. Department of Medicinal Chemistry , College of Pharmacy, University of Michigan , Ann Arbor, Michigan, 48109;2. Department of Chemistry , College of Literature, Sciences and the Arts, University of Michigan , Ann Arbor, Michigan, 48109;3. Department of Medicinal Chemistry , College of Pharmacy, University of Utah , Salt Lake City, Utah, 84112;4. Department of Chemistry , College of Literature, Sciences and the Arts, University of Michigan , Ann Arbor, Michigan, 48109;5. Department of Medicinal Chemistry , College of Pharmacy, University of Utah , Salt Lake City, Utah, 84112
Abstract:Abstract

The N-3- and N-2-methylated analogs of several 5-substituted 2 amino-7-(β-D-ribofuranosyl)pyrrolo2,3-d]pyrimidin-4-ones were synthesized from 5-cyano-2,4-dichloro-7-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)pyrrolo2,3-d]pyrimidine (10). These compounds are analogs of nucleoside Q that are methylated in a manner similar to some of the naturally occurring methylated guanosines.

Keywords:Synthesis  glucosidation  1  2  4-triazoles  2H-[1  2  4]triazolo[3  4-b][1  3  4]thiadiazole-3-thiones  antimicrobial activity
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