| Stereoselective synthesis of D-α-glucopyranosides,di-and tri-saccharides via 6-O-acetyl-glucopyranosyl bromides |
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| 作者姓名： | FEI Chang-Pei MA YueInstitute of Chemistry Chinese Academy of Science Beijing ChinaCHAN Tak-Hang |
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| 作者单位： | FEI，Chang-Pei MA，YueInstitute of Chemistry，Chinese Academy of Science，Beijing 100080，ChinaCHAN，Tak-HangDepartment of Chemistry，McGill University，Montreal，PQ，Canada |
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| 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.
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| 关 键 词： | Stereoselection α-D-pyranosyl bromide glycosidation 13C NMR |
Stereoselective synthesis of D-α-glucopyranosides,di- and tri-saccharides via 6-O-acetyl-glucopyranosyl bromides |
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| FEI,Chang-Pei MA,YueInstitute of Chemistry,Chinese Academy of Science,Beijing ,ChinaCHAN,Tak-Hang.Stereoselective synthesis of D-α-glucopyranosides,di- and tri-saccharides via 6-O-acetyl-glucopyranosyl bromides[J].Chinese Journal of Chemistry,1995,13(5):454-459. |
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| Authors: | FEI Chang-Pei MA YueInstitute of Chemistry Chinese Academy of Science Beijing ChinaCHAN Tak-Hang |
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| Institution: | FEI,Chang-Pei MA,YueInstitute of Chemistry,Chinese Academy of Science,Beijing 100080,ChinaCHAN,Tak-HangDepartment of Chemistry,McGill University,Montreal,PQ,Canada |
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| Abstract: | 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. |
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| Keywords: | Stereoselection α-D-pyranosyl bromide glycosidation 13C NMR |
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