Transglycosylation reactions of permethylated methyl D-glucopyranosides with partially methylated 1,5-anhydroalditols.
Transglycosylation of methyl 2,3,4,6-tetra-O-methyl-alpha- and beta-D-glucopyranosides with 1,5-anhydro-2,3,6-tri-O-methyl-D-glucitol and 1,5-anhydro-2,3,4-tri-O-methyl-D-glucitol took place in the presence of trimethylsilyl trifluoromethanesulfonate or boron trifluoride etherate, resulting in the formation of disaccharide derivatives. A disaccharide which could have been formed by the transglycosylation reaction of the intermediates was observed during the reductive-cleavage reaction of permethylated pullulan.
Lee
C K
CK
Department of Chemistry, Kangweon National University, Chuncheon, Korea.
Kim
E J
EJ
D000812:Anhydrides / Q000737:chemistry; D001880:Boranes; D002240:Carbohydrate Sequence; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D005936:Glucans / Q000737:chemistry*; D006031:Glycosylation; D009682:Magnetic Resonance Spectroscopy; D008698:Mesylates; D008745:Methylation; D008757:Methylglucosides / Q000737:chemistry*; D008969:Molecular Sequence Data; D015394:Molecular Structure; D013012:Sorbitol / Q000031:analogs & derivatives / Q000737:chemistry; D014297:Trimethylsilyl Compounds
C098198:1,5-anhydro-2,3,4-tri-O-methylglucitol; C098199:1,5-anhydro-2,3,6-tri-O-methylglucitol; D000812:Anhydrides; D001880:Boranes; D004187:Disaccharides; D005936:Glucans; D008698:Mesylates; D008757:Methylglucosides; D014297:Trimethylsilyl Compounds; C053353:trimethylsilyl trifluoromethanesulfonate; C098197:methyl 2,3,4,6-tetra-O-methylglucopyranoside; D013012:Sorbitol; C021274:boron trifluoride; C009109:pullulan