[Synthesis of the capsular polysaccharide of Streptococcus pneumoniae type 14. 2. Synthesis of methyl-6-O-acetyl-4-O-(2,3,46-tetra-O-benzoyl -beta-D-galactosylpyranosyl)-2-deoxy-2-phthalimido-beta-D-gluco- pyranoside--a lactosamine precursor in the monomer synthesis for polycondensation].
Glycosylation of methyl 6-O-acetyl-3-O-benzoyl-2-deoxy-phthalimido-beta-D-glucopyranoside and its 4-trityl ether by benzobromogalactose, 1-O-acetyl-2,3,4,6-tetra-O-benzoyl-beta-D-galactopyranose, 1,2-[(alpha-p-tolylthio)benzylidene]- and 1,2-O-[(alpha-cyano)benzylidene]-3,4,6-tri-O-benzoyl-alpha-D- galactopyranoses proceeds non-stereospecifically. The best yield of beta-linked disaccharide was obtained upon glycosylation by benzobromogalactose in the presence of silver triflate and tetramethylurea in nitromethane.
Nifant'ev
N E
NE
Bakinovskiĭ
L V
LV
Kochetkov
N K
NK
D002473:Cell Wall / Q000276:immunology; D055598:Chemical Phenomena; D002621:Chemistry; D004187:Disaccharides / Q000138:chemical synthesis* / Q000276:immunology; D009844:Oligosaccharides / Q000138:chemical synthesis / Q000276:immunology; D011135:Polysaccharides, Bacterial / Q000138:chemical synthesis*; D013296:Streptococcus pneumoniae / Q000276:immunology*
D004187:Disaccharides; D009844:Oligosaccharides; D011135:Polysaccharides, Bacterial; C054049:methyl 6-O-acetyl-3-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoylgalactopyranosyl)-2-deoxy-2-phthalimidoglucopyranoside
Sintez kapsuliarnogo polisakharida Streptococcus pneumoniae, tip 14. 2. Poluchenie metil-6-O-atsetil-3-O-benzoil-4-O-(2,3,4,6-tetra-O- benzoil-beta-D-galaktopiranozil)-2-dezoksi-2-ftalimido-beta-D- gliukopiranozila--laktozaminnogo predshestvennika v sinteze monomera dlia polikondensatsii.