Synthesis of N,N-Dialkylaniline-2′-deoxyuridine Conjugates for DNA-Mediated Electron Transfer Studies |
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| Authors: | E Charles Kerr E Bruce Eaton L Thomas Netzel |
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| Affiliation: | 1. Georgia State University Chemistry Dept. , University Plaza, Atlanta, GA, 30303;2. Department of Chemistry , Washington State University , Pullman, WA, 99164 |
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| Abstract: | Abstract Syntheses of two analogs of deoxyuridine with N,N-dialkylaniline chromophores are reported. 5-3-(N-methylphenylamino)propanoyl]-2′-deoxyuridine (1) and 5-2-(4-N,N-dimethylaminophenyl)ethyl)]-2′-deoxyuridine (2) are prepared by palladium-mediated coupling. Preparation of 2 was facilitated by in situ transient O4-trimethylsilyl protection during alkynylation which suppressed secondary cyclization of the coupling adduct. |
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