CAS: 69266-16-6; (2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-6-Azido-4,5-Dihydroxy-2-(Hydroxymethyl)Tetrahydro-2H-Pyran-3-yl)Oxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol
该化合物是一个专门的碳水化合物衍生物,其成分为亚氨基碳的一个亚氮功能组,取代了氢氧基组.这一修改增强了其在点击化学应用中作为多种多用途中间体的效用,特别是在玻璃合成合成和生物合成中.亚氮组使得高效的Cu(I)-催化的氮-烷-烷循环补充(CuAAC)能够促进与正烷的稳定三甲醇联系.其β-D-亚硝基甲酸盐边可以确保与酶和化学相容战略的兼容性,使其对精密工程和探测开发很有价值.该复合体在温和条件下的稳定性和再活性使得它适合于标注生物分子,设计胶合物,并研究碳水化合物-丙酸酯的相互作用.它通常用于有针对性的药物和生物化学研究.
- 英文名称(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-6-Azido-4,5-Dihydroxy-2-(Hydroxymethyl)Tetrahydro-2H-Pyran-3-yl)Oxy)-6-(Hydroxymethyl)Tetrahydro-2H-Pyran-3,4,5-Triol
- 中文名称1-叠氮-1-脱氧-Β-D-吡喃乳糖苷
- IUPAC名称(2S,3R,4S,5R,6R)-2-(((2R,3S,4R,5R,6R)-6-azido-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol
- 其它别名Beta-Lactosyl Azide | 1-Azido-1-Deoxy-Beta-D-Lactose | 4-O-Beta-D-Galactopyranosyl-Beta-D-Glucopyranosyl Azide
- CAS编号69266-16-6
- MFCD编号:MFCD05664202
- EINECS号:636-204-7
- 分子式:C12H21N3O10分子量:367.31
- 产品CID: 1688016
- 产品分类生物化工 → 糖类化合物 → 寡糖
MSDS等安全信息
欧盟法规
ECHA物质C&L通报上下游产品
CAS号30854-62-7 七-O-乙酰基-β-乳糖苷叠氮化物 | CAS号133-99-3 D(+)-纤维二糖 | CAS号4753-07-5 Bromo Heptaacet... | CAS号3616-19-1 4-O-(2,3,4,6-四-... | CAS号30854-62-7 七-O-乙酰基-β-乳糖苷叠氮化物合成工艺路线路线简述
- 合成目标产物 Beta-Lactosyl Azide 主要起始原料 Hepta-O-Acetyl-Beta-Lactosyl Azide
- (文献来源)合成步骤主要原料 Hepta-O-Acetyl-Beta-Lactosyl Azide
📜1',2',3',6',2,3,4,6-octa-O-Acetyl-β-D-Lactose置于碘代三甲硅烷,Sodium Methylate体系中,用 甲醇,二氯甲烷 作为反应溶剂,化学反应 0.67H,反应生成 1-叠氮-1-脱氧-β-D-吡喃乳糖苷
参考文献:合成吡喃葡萄糖基尿酸叠氮化物的一般方法
标题:合成吡喃葡萄糖基尿酸叠氮化物的一般方法
摘要:首先将衍生自单糖和二糖的过-O-乙酰化d-甘露聚糖转化为糖基碘,然后与叠氮化物源反应,以在脱乙酰基反应后实现立体选择性合成β-D-糖基叠氮化物.单糖的低温(4摄氏度)tempo氧化提供了相应的糖醛酸,其被纯化为游离酸.乳糖基和纤维二糖叠氮化物的氧化导致二酸形成.然而,4',6'-O-亚苄基保护能够选择性氧化c-6羟基.还制备了2-乙酰胺基-2-脱氧-D-甘露糖基叠氮化物,并将其转化为糖醛酸,从而完成了文库的合成.
DOI:10.1016/s0008-6215(03)00042-9
海关参考信息
- 2905122000-异丙醇
2905310000-1,2-乙二醇
2905320000-1,2-丙二醇
2905399001-1,3-丙二醇 - 💡 提示：海关信息按照顺序优先匹配，如需确认的海关信息，请参考相关资料。
- 详情请参考：📖 海关编码查询和海关进出口税则
供应商参考报价(招募中)
品牌试剂参考报价(招募中)
📌 第三方产品分析报告
主要参考文献
参考标题:The Search For New Amphiphiles: Synthesis Of A Modular, High-Throughput Library作者:George C Feast,Thomas Lepitre,Xavier Mulet,Charlotte E Conn,Oliver E Hutt,G Paul Savage,Calum J Drummond
摘要:Amphiphilic Compounds Are Used In A Variety Of Applications Due To Their Lyotropic Liquid-Crystalline Phase Formation, However Only A Limited Number Of Compounds, In A Potentially Limitless Field, Are Currently In Use. A Library Of Organic Amphiphilic Compounds Was Synthesised Consisting Of Glucose, Galactose, Lactose, Xylose And Mannose Head Groups And Double And Triple-Chain Hydrophobic Tails. A Modular, High-Throughput Approach Was Developed, Whereby Head And Tail Components Were Conjugated Using The Copper-Catalysed Azide-Alkyne Cycloaddition (Cuaac) Reaction. The Tails Were Synthesised From Two Core Alkyne-Tethered Intermediates, Which Were Subsequently Functionalised With Hydrocarbon Chains Varying In Length And Degree Of Unsaturation And Branching, While The Five Sugar Head Groups Were Selected With Ranging Substitution Patterns And Anomeric Linkages. A Library Of 80 Amphiphiles Was Subsequently Produced, Using A 24-Vial Array, With The Majority Formed In Very Good To Excellent Yields. A Preliminary Assessment Of The Liquid-Crystalline Phase Behaviour Is Also Presented.
合成参考文献
参考文献:10.1007/978-981-97-4596-8_10
摘要:Tiwari VK, Jaiswal MK, Rajkhowa S, Singh SK. Click Chemistry in Dendrimer Synthesis. 2024. In: Materials Horizons: From Nature to Nanomaterials.
参考文献:10.1007/978-981-95-5335-8_10
摘要:Kamoshita S, Sakurai K. Multivalent Probes for Exploring Carbohydrate Binding Proteins. 2026. In: Chemical Biology of Carbohydrates.
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