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RESEARCH PRODUCT

d-Glucose as a multivalent chiral scaffold for combinatorial chemistry

Christopher KallusTobias WunbergWolfgang SchmidtHorst KunzStefan HenkeTill Opatz

subject

chemistry.chemical_classificationSpectrometry Mass Electrospray IonizationScaffoldAlkylationMolecular StructureStereochemistryOrganic ChemistryDiastereomerHigh densityGeneral MedicineCrystallography X-RayBiochemistryCombinatorial chemistryAnalytical Chemistrychemistry.chemical_compoundCross-Linking ReagentsGlucosechemistryThioglycosidesD-GlucoseCombinatorial Chemistry TechniquesMonosaccharideChromatography High Pressure Liquid

description

Due to their high density of functional groups and their availability in a variety of diastereomeric forms, monosaccharides are considered attractive scaffolds for combinatorial chemistry that allow the attachment and defined spatial alignment of up to five different pharmacophoric groups. For their application in combinatorial syntheses on solid phase, a set of selectively removable hydroxy protecting groups in combination with a cleavable anchor is required. Herein, we report on the construction and use of a versatile multivalent glucose building block for parallel synthesis on the solid phase.

https://doi.org/10.1016/s0008-6215(02)00301-4