Synthesis of Six-Membered Nucleoside Analogs. Part 1: Pyrimidine Nucleosides Based on the 1,3-Dioxane Ring System |
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| Authors: | Daniel C. Capaldi Alessandra Eleuteri Qin Chen Raymond F. Schinazi |
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| Affiliation: | 1. Georgia Research Center for AIDS and HIV Infections Medical Research 151 Veterans Affairs Medical Center , Decatur, Georgia , 30033-4004;2. Departments of Pediatrics , Emory University , Atlanta, Georgia , 30322;3. Departments of Chemistry , Emory University , Atlanta, Georgia, 30322;4. Departments of Chemistry , Emory University , Atlanta, Georgia, 30322 |
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| Abstract: | ![]()
Abstract The synthesis of pyrimidine nucleosides, cis-N-1-[(2-hydroxymethyl)-1,3-dioxan-5-yl]uracil (4) cis-N-1-[(2-hydroxymethyl)-1,3-dioxan-5-yl]thymine (5) and cis-N-1-[(2-hydroxymethyl)-1,3-dioxan-5-yl]cytosine (6) and their corresponding trans isomers is described. Compound 4 showed modest, selective activity against human immunodeficiency virus in acutely infected primary human lymphocytes. |
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| Keywords: | Cyclopropyl nucleoside antiviral agent Simmons-Smith cyclopropanation |
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