A novel method of preparing amine-modifying C-4 ' oxidized nucleotide

Citation
M. Aso et al., A novel method of preparing amine-modifying C-4 ' oxidized nucleotide, CHEM PHARM, 48(9), 2000, pp. 1384-1386
Citations number
7
Categorie Soggetti
Chemistry & Analysis
Journal title
CHEMICAL & PHARMACEUTICAL BULLETIN
ISSN journal
00092363 → ACNP
Volume
48
Issue
9
Year of publication
2000
Pages
1384 - 1386
Database
ISI
SICI code
0009-2363(200009)48:9<1384:ANMOPA>2.0.ZU;2-T
Abstract
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 r eaction with NBS (N-bromosuccinimide). The successive reaction of 3 with am ine at room temperature afforded the alpha,beta-unsaturated gamma-methylene -gamma-lactam (2) in good yield.