A simple and efficient method for synthesis of 5-substituted 2′-deoxyuridine nucleosides using metal–halogen exchange reaction of 5-iodo-2′-deoxyuridine sodium salt

Literature Information

Publication Date 2003-04-02
DOI 10.1039/B301425H
Impact Factor 6.222
Authors

Mariko Aso, Toshiyuki Kaneko, Morihide Nakamura, Noboru Koga, Hiroshi Suemune


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Abstract

Treatment of the sodium salt of 2′-deoxy-3′, 5′-bis-O-(tert-butyldimethylsilyl)-5-iodouridine (3) with n-BuLi effected regioselective lithiation at the 5-position and the following reaction with various electrophiles afforded 5-substituted 2′-deoxyuridines including 1b, the precursor of stable spin-labeled 1a, in good yields.

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