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保护的二糖半乳吡喃糖基(α1→2)葡萄吡喃糖苷的合成 被引量：3

Synthesis of Protected Disaccharide Galp(α1→2)Glcp
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摘要 建立了一种新的保护的二糖半乳吡喃糖基(α1→2)葡萄吡喃糖苷的合成方法。甲基-4,6-O-苄叉基-β-D-葡萄吡喃糖苷(1)经区域选择性地苯甲酰化,得到受体甲基-3-O-苯甲酰基-4,6-O-苄叉基-β-D-葡萄吡喃糖苷(2)。该受体与供体异丙基-2-O-苯甲酰基-3-O-烯丙基-4,6-O-苄叉基-β-D-1-硫代半乳吡喃糖苷(4)偶联,获得了一种保护的二糖Galp(α1→2)Glcp片段甲基-2-O-苯甲酰基-3-O-烯丙基-4,6-O-苄叉基-α-D-半乳吡喃糖基-(1→2)-3-O-苯甲酰基-4,6-O-苄叉基-β-D-葡萄吡喃糖苷(5)。所有的产品通过NMR、MS等方法进行了结构表征。 The concise synthetic method of a new protected disaccharide Galp（α1→2）Glcp was reported.Methyl-4,6-O-benzylidene-β-D-glucopyranoside（1） was converted into an acceptor methyl-3-O-benzoyl-4,6-O-benzylideneβ-D-glucopyranoside（2） by reaction with regioselective benzoylation.The acceptor and a donor isopropyl 3-O-allyl-2-O-benzoyl-4,6O-benzylidene-1-thio-β-D-galactopyranoside（4） were coupled to obtain a protected disaccharide Galp（α1→2）Glcp fragment methyl 3-O-allyl-2-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranosyl-（1→2）-3-O-benzoyl-4,6-O-benzylidene-β-D-glucopyranoside（5）.All compounds were characterized by NMR,MS,etc.
作者 易幸 史慎德 陈朗秋 刘开科 魏海南 石亮亮 卢高超
机构地区 湘潭大学化学学院环境友好化学与应用省部共建教育部重点实验室
出处 《光谱实验室》 CAS CSCD 北大核心 2011年第5期2532-2535,共4页 Chinese Journal of Spectroscopy Laboratory
基金 湖南省自然科学基金资助项目(10JJ6023和05JJ40054)
关键词 半乳糖 葡萄糖 半乳吡喃糖基(α1→2)葡萄吡喃糖苷 Galactose Glucose Galp（α1→2）Glcp
分类号 O657.63 [理学—分析化学] O657.25 [理学—分析化学]
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参考文献8

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二级参考文献13

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共引文献1

同被引文献40

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  • 3CHEN L, SHI S D, LIU Y Q, et al. Studies on the stereoselectire synthesis of a protected a-D-Gal-( 1→2 ) -D-Glc fragment [J]. Carbohydr Res, 2011, 346(10): 1250-1256.
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光谱实验室
2011年 第5期

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