Synthesis of the monodeoxy derivatives of 2-(trimethylsilyl)ethyl beta-lactoside.
Monodeoxy derivatives of 2-(trimethylsilyl)ethyl (Me3SiEt) beta-lactoside were synthesized, by deoxygenation at the disaccharide level, for the 2'-, 3'-, 4'-, and 6'-monodeoxylactosides. The 2-, 3-, and 6-deoxy derivatives were synthesized by beta-D-galactosylation of suitably protected monodeoxygenated Me3SiEt glucosides. Silver silicate was shown to be an efficient glycosylation promoter in the preparation of the 2- and 3-deoxylactosides.
Ekberg
T
T
Lund Institute of Technology, University of Lund, Sweden.
Magnusson
G
G
D002240:Carbohydrate Sequence; D002845:Chromatography; D003837:Deoxy Sugars / Q000138:chemical synthesis*; D007785:Lactose / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D009904:Optical Rotation; D014297:Trimethylsilyl Compounds / Q000138:chemical synthesis*
D003837:Deoxy Sugars; D014297:Trimethylsilyl Compounds; C083119:2-(trimethylsilyl)ethyl lactoside; D007785:Lactose