CAS: 214467-60-4; N-((2R,3R,4R,5S,6R)-2-Azido-4,5-Bis(Benzyloxy)-6-((Benzyloxy)Methyl)Tetrahydro-2H-Pyran-3-yl)Acetamide

该化合物是一种受保护的甘油基乙酰衍生物,广泛用于碳水化合物化学和球菌学研究,其主要优点包括:在标准处理条件下保持稳定,与各种晶体反应相容.苯基保护组提高了有机溶液的溶解性,同时允许在必要时有选择地去保护.功能是进一步修改的多种中间体,如Staugier 减少或点击化学应用.这种复合体在合成复杂的寡头细胞学,晶体球门和精密的合成中特别有用,对亚美中心立体化学进行精确控制.其定义精密的β配置确保了胶质协议的可靠性.

结构式图片

上下游产品

3,4,6-tri-O-benzyl-D-glucal N-Trimethylsilylacetamide 2-N-acetylamido-2-deoxy-β-D-glucopyranosyl azide benzyl bromide (S)-N-((2R,3R,4R,5S,6R)-3-Acetylamino-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl)-2-tert-butoxycarbonylamino-succinamic acid benzyl ester 2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosylamine N2-(9-fluorenylmethoxycarbonyl)-N4-(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)-L-aspargine tert-butyl ester N-{2-acetamido-4-O-[3-[[(2-acetamido-3,4,6-tri-O-benzyl-2-deoxy-β-D-glucopyranosyl)amino]carbonyl]propanoyl]-3,6-di-O-benzyl-2-deoxy-β-D-glucopyranosyl}-3-(benzyloxycarbonylamino)propanoic acid amide

合成工艺路线路线简述

    📜Ethyl 3,6-Di-O-Benzyl-2-Deoxy-2-Phthalimido-1-Thio-β-D-Glucopyranoside置于molecular Sieve,叠氮基三甲基硅烷,乙二胺,三氟甲烷磺酸甲酯,Silver(L) Oxide体系中,用 二氯甲烷,N,N-二甲基甲酰胺 用作溶剂,化学反应生成2-乙酰氨基-3,4,6-三-O-苄基-2-脱氧-β-D-吡喃葡萄糖酰基叠氮化物
    参考文献:Synthesis Of Fully And Partially Benzylated Glycosyl Azides Via Thioalkyl Glycosides As Precursors For The Preparation Of N-Glycopeptides
    标题:Synthesis Of Fully And Partially Benzylated Glycosyl Azides Via Thioalkyl Glycosides As Precursors For The Preparation Of N-Glycopeptides
    摘要:Fully O-Benzylated Mono-,Di-And Trisaccharide Glycosyl Azides Representing The Reducing Terminal Of The Core Structure Of N-Glycans Were Synthesized. Totally And Partially Benzylated Thioalkyl Glucosamine Glycosides Were Converted Into The Corresponding Glycosyl Azides With Trimethylsilyl Azide In The Presence Of Methyl Triflate. The Beta-Mannosidic Linkage Was Created By C-2 Epimerization Of The Initially Introduced Beta-D-Gluco-Unit Via Oxidation Followed By Stereoselective Reduction With Tetrabutylammonium Borohydride. (C) 1998 Elsevier Science Ltd. All Rights Reserved.
    Doi:10.1016/s0040-4039(98)01540-8

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献

    参考DOI号:10.1021/ja026281n
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