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Concise Syntheses of Arabinogalactans with β ‐(1→6)‐Linked Galactopyranosyl Backbone and α ‐(1→3)‐Linked Arabinofuranosyl Side Chains
Author(s) -
Li AiXiao,
Kong FanZuo
Publication year - 2005
Publication title -
chinese journal of chemistry
Language(s) - Portuguese
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.200590016
Subject(s) - chemistry , synthon , stereochemistry , isopropyl , d glucopyranose , glycoside , medicinal chemistry
Abstract 4‐Methoxyphenyl glycoside of β‐D ‐Gal p ‐(1→6)‐[ α‐L ‐Ara f ‐(1→3)‐] β‐D ‐Gal p ‐(1→6)‐ β‐D ‐Gal p ‐(1→6)‐{ β‐D ‐Gal p ‐(1→6)‐[ α‐L ‐Ara f ‐(1→3)‐] β‐D ‐Gal p ‐(1→6)‐ β‐D ‐Gal p ‐(1→6)‐} 2 β‐D ‐Gal p ‐(1→6)‐[ α‐L ‐Ara f ‐(1→3)‐] β‐D ‐Gal p ‐(1→6)‐ β‐D ‐Gal p was synthesized with 2, 3, 4, 6‐tetra‐ O ‐benzoyl‐ α‐D ‐galactopyranosyl trichloroacetimidate ( 1 ), 6‐ O ‐acetyl‐2, 3, 4‐tri‐ O ‐benzoyl‐ α‐D ‐galactopyranosyl trichloroacetimidate ( 11 ), 4‐methoxyphenyl 3‐ O ‐allyl‐2, 4‐di‐ O ‐benzoyl‐ β‐D ‐galactopyranoside ( 2 ), isopropyl 3‐ O ‐allyl‐2, 4‐di‐ O ‐benzoyl‐1‐thio‐ β‐D ‐galactopyranoside ( 12 ), 4‐methoxyphenyl 2, 3, 4‐tri‐ O ‐benzoyl‐ β‐D ‐galactopyranoside ( 5 ), and 2, 3, 5‐tri‐ O ‐benzoyl‐ α‐L ‐arabinofuranosyl trichloroacetimidate ( 8 ) as the key synthons.