D-glucose as a multivalent chiral scaffold for combinatorial chemistry.
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.
Opatz
Till
T
Institut für Organische Chemie, Universität Mainz, Duesbergweg 10-14, 55128 Mainz, Germany.
Kallus
Christopher
C
Wunberg
Tobias
T
Schmidt
Wolfgang
W
Henke
Stefan
S
Kunz
Horst
H
D000478:Alkylation; D002851:Chromatography, High Pressure Liquid; D020650:Combinatorial Chemistry Techniques; D003432:Cross-Linking Reagents; D018360:Crystallography, X-Ray; D005947:Glucose / Q000737:chemistry*; D015394:Molecular Structure; D021241:Spectrometry, Mass, Electrospray Ionization; D013865:Thioglycosides / Q000737:chemistry
D003432:Cross-Linking Reagents; D013865:Thioglycosides; D005947:Glucose