title: Synthesis of nucleoside libraries on solid support. I. N2,N6-disubstituted diaminopurine nucleosides.
abstract: Starting with 2-iodo-6-chloro-9-(beta-D-ribofuranosyl)purine, a library of more than 1,300 N2,N6-polysubstituted diaminopurine nucleosides was created. The starting material was condensed with a polystyrene monomethoxytrityl resin and a pool of primary and secondary amines was used to displace the 6-chloro atom with high regioselectivity. The 2-iodo was subsequently displaced by various primary amines. Nucleosides were cleaved from the resin with hexafluoroisopropanol solutions. A majority of compounds reached a purity of more than 80% without the need for any type of purification.
authors.affiliation: Ribapharm, Inc., Costa Mesa, California 92626, USA.
authors.forename: Esmir
authors.initials: E
authors.lastname: Gunic
authors.forename: Roberto
authors.initials: R
authors.lastname: Amador
authors.forename: Frank
authors.initials: F
authors.lastname: Rong
authors.forename: Jeffrey W
authors.initials: JW
authors.lastname: Abt
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: D009682:Magnetic Resonance Spectroscopy; D011137:Polystyrenes / Q000737:chemistry; D011684:Purine Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D011137:Polystyrenes; D011684:Purine Nucleosides