Synthesis of the methyl alpha-glycosides of some isomalto-oligosaccharides specifically deoxygenated at position C-4.
Methyl alpha-isomaltoside and methyl alpha-isomaltotrioside specifically deoxygenated at position C-4 of various glucopyranosyl units were synthesized by condensation of either 1,6-di-O-acetyl-2,3-di-O-benzyl-4-deoxy-alpha,beta-D-xylo-hexopyranos e (7) or 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-alpha,beta-D-glucopyranose (10) [mediated by silver perchlorate and tin(IV) chloride] with suitably blocked derivatives of methyl alpha-D-glucopyranoside, its 4-deoxy analog 6, or methyl 4'-deoxy alpha-isomaltoside (13), respectively.
Petráková
E
E
NIDDK, National Institutes of Health, Bethesda, MD 20892, USA.
Glaudemans
C P
CP
D002240:Carbohydrate Sequence; D003837:Deoxy Sugars / Q000138:chemical synthesis / Q000737:chemistry; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008759:Methylglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D008969:Molecular Sequence Data; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D003837:Deoxy Sugars; D004187:Disaccharides; D008759:Methylglycosides; D014312:Trisaccharides; C091668:methylisomaltoside