A novel method of preparing amine-modifying C-4' oxidized nucleotide.
A novel method of preparing C-4' oxidized nucleotide, a monomeric model of an alkali labile lesion (1) has been studied. The C-4' selenated 4a and 4b were found to be effective in preparing 3, a monomeric model of 1, by the reaction with NBS (N-bromosuccinimide). The successive reaction of 3 with amine at room temperature afforded the alpha,beta-unsaturated gamma-methylene-gamma-lactam (2) in good yield.
Aso
M
M
Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka, Japan. aso@phar.kyushu-u.ac.jp
Ryuo
K
K
Kondo
M
M
Suemune
H
H
D001974:Bromosuccinimide / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D009682:Magnetic Resonance Spectroscopy; D009705:Nucleosides / Q000138:chemical synthesis*; D013055:Spectrophotometry, Infrared
D009705:Nucleosides; D001974:Bromosuccinimide