Stereoselective synthesis of D-α-glucopyranosides,di-and tri-saccharides via 6-O-acetyl-glucopyranosyl bromides  

作　　者：FEI, Chang-Pei MA, YueInstitute of Chemistry, Chinese Academy of Science, Beijing 100080, ChinaCHAN, Tak-HangDepartment of Chemistry, McGill University, Montreal, PQ, Canada 

出　　处：《Chinese Journal of Chemistry》1995年第5期454-459,共6页中国化学（英文版）

摘　　要：Acetyl bromide cleaved 2,3,4-tri-O-benzyl-l,6-anhydro-B-D-glucopyranose (la) or 2,3,4-tri-O-benzyl-1,6-anhydro-B-Z)-galactopyranose (1a') to give the corresponding a-D-pyranosyl bromides (2). Reaction of 2 with ROH/diisopropylethylamine gave the corresponding a-glucopyra-nosides, di- and tri-saccharides with good yield. It was available to use 13C NMR to monitor the glycosidation reaction.Acetyl bromide cleaved 2,3,4-tri-O-benzyl-l,6-anhydro-B-D-glucopyranose (la) or 2,3,4-tri-O-benzyl-1,6-anhydro-B-Z)-galactopyranose (1a') to give the corresponding a-D-pyranosyl bromides (2). Reaction of 2 with ROH/diisopropylethylamine gave the corresponding a-glucopyra-nosides, di- and tri-saccharides with good yield. It was available to use 13C NMR to monitor the glycosidation reaction.

关 键 词：Stereoselection α-D-pyranosyl bromide GLYCOSIDATION 13C NMR 

分 类 号：O621[理学—有机化学]