Convergent synthesis of a trisaccharide as its 2-(trimethylsilyl)ethyl glycoside related to the flavonoid triglycoside from Gymnema sylvestre.
The glycone part of the flavonoid triglycoside, kaempferol 3-O-beta-D-glucopyranosyl-(1-->4)-alpha-L-rhamnopyranosyl-(1-->6)-beta-D-galactopyranoside, has been synthesized in good yield and stereoselectivity using N-iodosuccinimide and HClO4-silica promoted glycosylations of thioglycoside donors.
Mukhopadhyay
Balaram
B
Centre for Carbohydrate Chemistry, School of Chemical Sciences and Pharmacy, University of East Anglia, Norwich NR4 7TJ, UK.
Field
Robert A
RA
D006031:Glycosylation; D044949:Kaempferols / Q000138:chemical synthesis*; D009844:Oligosaccharides / Q000138:chemical synthesis*; D013388:Succinimides / Q000737:chemistry; D013865:Thioglycosides / Q000737:chemistry; D014297:Trimethylsilyl Compounds / Q000737:chemistry; D014312:Trisaccharides / Q000138:chemical synthesis*
D044949:Kaempferols; D009844:Oligosaccharides; D013388:Succinimides; D013865:Thioglycosides; D014297:Trimethylsilyl Compounds; D014312:Trisaccharides; C492897:kaempferol 3-O-glucopyranosyl-1-4-rhamnopyranosyl-1-6-galactopyranoside