title: 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.
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.
authors.affiliation: Graduate School of Pharmaceutical Sciences, Kyushu University, Fukuoka 812-8582, Japan.
authors.forename: Mariko
authors.initials: M
authors.lastname: Aso
authors.forename: Toshiyuki
authors.initials: T
authors.lastname: Kaneko
authors.forename: Morihide
authors.initials: M
authors.lastname: Nakamura
authors.forename: Noboru
authors.initials: N
authors.lastname: Koga
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Suemune
mesh_terms: D007065:Idoxuridine / Q000031:analogs & derivatives* / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D009705:Nucleosides; D008094:Lithium; D007065:Idoxuridine