title: 3-Azido-3-deoxy-glycopyranoside derivatives as scaffolds for the synthesis of carbohydrate-based universal pharmacophore mapping libraries.
abstract: The regiospecific syntheses of six monosaccharide scaffolds, 1-6, containing a carboxylic acid, an azido and a free hydroxyl group were accomplished through the utilization of a key intermediate, namely, methyl 3-azido-3-deoxy-beta-D-glucopyranoside (10). Scaffold 2 was also used in generating combinatorial libraries using solid-phase methodologies.
authors.affiliation: Intercardia Research Labs, 8 Cedar Brooke Drive, 08512, Cranbury, NJ, USA.
authors.forename: Rakesh
authors.initials: R
authors.lastname: Jain
authors.forename: Muthoni
authors.initials: M
authors.lastname: Kamau
authors.forename: Chunguang
authors.initials: C
authors.lastname: Wang
authors.forename: Robert
authors.initials: R
authors.lastname: Ippolito
authors.forename: Huiming
authors.initials: H
authors.lastname: Wang
authors.forename: Richard
authors.initials: R
authors.lastname: Dulina
authors.forename: Jan
authors.initials: J
authors.lastname: Anderson
authors.forename: David
authors.initials: D
authors.lastname: Gange
authors.forename: Michael J
authors.initials: MJ
authors.lastname: Sofia
mesh_terms: D001386:Azides / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D002853:Chromatography, Liquid; D020650:Combinatorial Chemistry Techniques; D005449:Fluorenes / Q000737:chemistry; D006027:Glycosides / Q000138:chemical synthesis* / Q000494:pharmacology*; D006900:Hydroxylation; D007202:Indicators and Reagents; D008027:Light; D013058:Mass Spectrometry; D009005:Monosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D012542:Scattering, Radiation
chemical_list: D001386:Azides; D002264:Carboxylic Acids; D005449:Fluorenes; D006027:Glycosides; D007202:Indicators and Reagents; D009005:Monosaccharides; C054007:1-(9-fluorenyl)methyl chloroformate