Syntheses ofO-β-D-Mannosyl-(1→4)-O-α-D-mannosyl-(1→3)-L-rhamnose andO-(2-Acetamido-2-deoxy-β-D-mannosyl)-(1→4)-O-α-D-galactosyl-(1→4)-D-galactose via In-situ-activating Glycosylation Using 2-O-Acetyl-3,4,6-tri-O-benzyl-D-glucose

Autor:	Mutsuko Koma, Shinkiti Koto, Yoshika Shinoda, Sachiko Ishizumi, Akiko Sekino, Motoko Hirooka, Naoko Sakata, Chieko Matuura
Rok vydání:	2003
Předmět:	In situ chemistry.chemical_classification chemistry.chemical_compound Glycosylation chemistry D-Glucose Rhamnose Stereochemistry Galactose Reagent General Chemistry Polysaccharide Trifluoromethanesulfonate
Zdroj:	Bulletin of the Chemical Society of Japan. 76:1603-1615
ISSN:	1348-0634 0009-2673
DOI:	10.1246/bcsj.76.1603
Popis:	O-β-D-Mannopyranosyl-(1→4)-O-α-D-mannopyranosyl-(1→3)-L-rhamnopyranose, a trisaccharide including a repeating unit of the O-specific polysaccharide (OSP) of Bulkholderia vietnamiensis strain LMG 6988, and O-(2-acetamido-2-deoxy-β-D-mannopyranosyl)-(1→4)-O-α-D-galactopyranosyl-(1→4)-D-galactopyranose, a trisaccharide including a repeating unit of OSP of Acinetobactor baumannii serogroup O18, were synthesized by means of in-situ-activating glycosylation using 2-O-acetyl-3,4,6-tri-O-benzyl-D-glucopyranose (2ATBG) and a reagent mixture of p-nitrobenzenesulfonyl chloride, silver triflate, and 1,8-diazabicyclo[5.4.0]undec-7-ene, and related systems. New syntheses of 2ATBG, allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, benzyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside, and 2-azido-3,4,6-tri-O-benzyl-2-deoxy-D-mannopyranose are described.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::5fc2f0bd258f8dde4898a2b26cc51073 https://doi.org/10.1246/bcsj.76.1603 Zobrazit plný text záznamu