CAS: 20379-59-3; 1-Azido-1-Deoxy-β-D-Glucopyranoside

该化合物是一种具有固定立体化学特性的手性丙二醇衍生物,具有固定立体化学特性,使其成为合成有机化学和汞球生物学研究的宝贵中间体,其结构特征,包括组和多种氢氧基功能,能够有选择地修改在聚合反应,点击化学和合成复杂晶体门方面的应用.该化合物的高度纯度和立体化学精度确保下游反应的再生性.它与保护组战略的兼容性进一步增强了其在构建结构多样化的寡料化合物和晶体学方面的实用性.这一化合物在药用化学中对于开发甘基和碳水化合物的治疗方法特别有用.

结构式图片

上下游产品

D-Glucose 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl azide 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl chloride D-glucose 2,3,4-tri-O-acetyl-6-O-p-toluenesulfonyl-β-D-glucopyranosyl azide 2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl azide N-(β-D-glucopyranosyl)triphenylphosphine imide (2R,3R,4S,5S,6R)-2-Azido-6-trityloxymethyl-tetrahydro-pyran-3,4,5-triol

合成工艺路线路线简述

  • 合成目标产物 1-Azido-1-Deoxy-Beta-D-Glucopyranoside 主要起始原料 2,3,4,6-Tetra-O-Acetyl-Alpha-D-Glucopyranosyl Bromide
  • (文献来源)合成步骤主要原料 2,3,4,6-Tetra-O-Acetyl-Alpha-D-Glucopyranosyl Bromide

海关参考信息

专利信息


专利号:US-2023212216-A1
优先权日:2019-12-20
标 题:Synthesis of lactone derivatives and their use in the modification of proteins
发明人:MORRIS ALEXANDER REDFERN; SUTOV GRIGORIJ; BRUNE KARL DIETRICH
权利人:GENIE BIOTECH UK LTD
摘要:Site-specific modifications of proteins are desirable in biotechnological applications such as biopharmaceuticals, immunotherapy, vaccines, and are useful in chemical biology. Gluconoylation is a non-enzymatic, covalent, post-translational modification commonly observed on N-terminal His-Tags bearing proteins. We synthesized glucono-1,5-lactone derivatives, including azido variants for selective acylation. High yield acylation is achieved by simply mixing derivatives with target protein amidst diverse conditions of temperatures, aqueous buffers, excipients, or complex cell lysate.

专利号:US-12291547-B2
优先权日:2019-06-14
标题 :Synthesis of 3-azido-3-deoxy-D-galactopyranose
发明人:GIGUÈRE DENIS; ST-GELAIS JACOB; DENAVIT VINCENT
权利人:UNIV LAVAL
摘要:The present application provides a synthetic method for production of 3-azido-3-deoxy-D-galactopyranose. Also provided are methods of using the 3-azido-3-deoxy-D-galactopyranose in the manufacture of galactoside galectin antagonists, such as TD139 (GB0139), GB1107, GB2064, and GB1211.

专利号:US-2022251129-A1
优先权日:2019-06-14
标题:Synthesis of 3-azido-3-deoxy-d-galactopyranose

专利号:WO-2020248068-A1
优先权日:2019-06-14
标 题 :Synthesis of 3-azido-3-deoxy-d-galactopyranose

专利号:AU-2020409711-A1
优先权日:2019-12-20
标题 :Synthesis of lactone derivatives and their use in the modification of proteins

专利号:EP-4076533-A1
优先权日:2019-12-20
标 题:Synthesis of lactone derivatives and their use in the modification of proteins

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✅ COA系统入驻 | 共享模式

合成参考文献


参考文献:10.1038/s42003-024-06164-y
摘要:Tsuchiya M, Tachibana N, Hamachi I. Post-click labeling enables highly accurate single cell analyses of glucose uptake ex vivo and in vivo. Commun Biol. 2024 Apr 16;7(1):459.
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