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Nucleic Acids Symposium Series 2003 3(1):9-10; doi:10.1093/nass/3.1.9
© 2003 by Oxford University Press
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Synthetic studies and properties of N-tert-butylaminoxyl nucleosides

Mariko Aso, Toshiyuki Kaneko, Morihide Nakamura, Yasuhiro Matsui, Noboru Koga and Hiroshi Suemune

Graduate School of Pharmaceutical Sciences, Kyushu University, Maidashi 3-1-1, Higashi-ku, Fukuoka 812-8582, Japan

We synthesized 5-N-tert-butylhydroxylamino-2'-deoxyuridine (9b) via lithium-halogen exchange reaction of sodium salt of 5-iodo-2'-deoxyuridine (8b). This procedure was applicable to synthesis of the corresponding uridine (9a) and N-benzoyl cytidine (13). Obtained 9b was converted into stable aminoxyl (5a) by treatment with Ag2O to study its properties as a novel spin-labeled nucleoside.


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