Synthesis of the methyl alpha-glycosides of some isomalto-oligosaccharides specifically deoxygenated at position C-3.
Methyl alpha-isomaltoside and methyl alpha-isomaltotrioside specifically deoxygenated at position C-3 of various glucopyranosyl units were synthesized by condensation of either 1,6-di-O-acetyl-2,4-di-O-benzyl-3-deoxy-alpha,beta-D-ribo-hexopyranos e (7) or 1,6-di-O-acetyl-2,3,4-tri-O-benzyl-alpha,beta-D-glucopyranose [mediated by silver perchlorate and tin(IV) chloride] with suitably blocked derivatives of methyl alpha-D-glucopyranoside, its 3-deoxy analog (6), or methyl 3'-deoxy alpha-isomaltoside (10), respectively.
Petráková
E
E
NIDDK, National Institutes of Health, Bethesda, MD 20892, USA.
Glaudemans
C P
CP
D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis*; D008969:Molecular Sequence Data; D010100:Oxygen / Q000737:chemistry; D014312:Trisaccharides / Q000138:chemical synthesis*
D004187:Disaccharides; D014312:Trisaccharides; C091668:methylisomaltoside; D010100:Oxygen