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保护的二糖半乳糖基(α1→2)葡萄糖的新合成
Novel Synthesis of Protected Disaccharide Gal(α1→2)Glc
【摘要】 首次报道了一种保护的二糖Gal(α1→2)Glc的新合成方法。甲基-4,6-O-苄叉基-α-D-葡萄糖苷通过选择性苯甲酰化,得到甲基-3-O-苯甲酰基-4,6-O-苄叉基-α-D-葡萄糖苷。异丙基-2-O-苯甲酰基-3-O-烯丙基-4,6-O-苄叉基-β-D-1-硫代半乳糖苷与甲基-3-O-苯甲酰基-4,6-O-苄叉基-α-D-葡萄糖苷偶联,获得了一种保护的二糖Gal(α1→2)Glc片段甲基-2-O-苯甲酰基-3-O-烯丙基-4,6-O-苄叉基-α-D-半乳糖基-(1→2)-3-O-苯甲酰基-4,6-O-苄叉基-α-D-葡萄糖苷。所有的产品通过NMR、MS等方法进行了结构表征。
【Abstract】 The novel chemical synthesis of a protected disaccharide Gal(α1→2)Glc was reported for the first time.Methyl-4,6-O-benzylidene-α-D-glucopyranoside was converted into methyl-3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside by selective benzoylation.Isopropyl-3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside and methyl-3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside were coupled into methyl-3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranosyl-(1→2)-3-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside,a protected disaccharide Gal(α1→2)Glc fragment.All compounds were characterized by NMR,MS etc.
- 【文献出处】 光谱实验室 ,Chinese Journal of Spectroscopy Laboratory , 编辑部邮箱 ,2011年01期
- 【分类号】O621.3
- 【下载频次】115