title: Synthesis of nucleoside libraries on solid support. II. 2,6,8-Trisubstituted purine nucleosides using 8-bromoguanosine as precursor.
abstract: A series of 2,6,8-trisubstituted purine nucleoside libraries was prepared by parallel solid-phase synthesis using 8-bromoguanosine as a common synthetic precursor. Polystyrene-methoxytrityl chloride resin was linked to the N2 or O5' position of the guanosine analogues. 8-Bromoguanosine was derivatized at the C8 position via carbon-carbon bond formation. Nucleophilic aromatic substitution at C2 and/or C6 positions with various amines produced two series of purine nucleoside libraries with very diverse substitution.
authors.affiliation: Ribapharm, Inc., Costa Mesa, California 92626, USA.
authors.forename: Yung-hyo
authors.initials: YH
authors.lastname: Koh
authors.forename: Michael B
authors.initials: MB
authors.lastname: Landesman
authors.forename: Roberto
authors.initials: R
authors.lastname: Amador
authors.forename: Frank
authors.initials: F
authors.lastname: Rong
authors.forename: Haoyun
authors.initials: H
authors.lastname: An
authors.forename: Zhi
authors.initials: Z
authors.lastname: Hong
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Girardet
mesh_terms: D006151:Guanosine / Q000031:analogs & derivatives* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D011137:Polystyrenes / Q000737:chemistry; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011137:Polystyrenes; D011684:Purine Nucleosides; D006151:Guanosine; C035169:8-bromoguanosine