Synthesis of methyl glycosides of some alpha-isomalto oligosaccharides specifically deoxygenated at position C-2.
Methyl alpha-isomaltoside and methyl alpha-isomaltotrioside analogues specifically deoxygenated at position C-2 of various glucopyranosyl units were synthesized by condensation of either 6-O-acetyl-3-O-benzoyl-4-O-benzyl-1-O-tert-butyldimethylsilyl-2-deoxy- beta-D-arabino-hexopyranose (trimethylsilyl triflate mediated) or 6-O-acetyl-2,3,4-tri-O-benzyl-alpha-D-glucopyranosyl chloride (mediated by silver carbonate and silver triflate) with suitably blocked derivatives of methyl alpha-D-glucopyranoside, its 2-deoxy analogue, or methyl 2'-deoxy-alpha-isomaltoside.
Petráková
E
E
NIDDK, National Institutes of Health, Bethesda, MD 20892.
Glaudemans
C P
CP
D002240:Carbohydrate Sequence; D003847:Deoxyglucose; D007534:Isomaltose / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008759:Methylglycosides / Q000138:chemical synthesis* / Q000737:chemistry; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D008759:Methylglycosides; D009844:Oligosaccharides; D007534:Isomaltose; D003847:Deoxyglucose