CAS: 189454-43-1; 3-Azido-23-Dideoxy-1-O-(T-Butyldimethy&

该化合物是一种化学化合物,具有独特的功能组群组合,包括一个azido组和一个硅状醚.Azido组(-N3)的存在表明了潜在的反应性,特别是在化学应用中,它可以参与各种组合反应.T-丁基二甲基硅(TBDMS)组是氢氧基功能的保护组,加强了化合物在有机溶剂中的稳定性和溶解性.该化合物通常用于合成有机化学,特别是用于核糖类比或其他复杂分子的合成中.其结构特征表明,该化合物可能展示具体的生物活动,使其对医药化学感兴趣.此外,在标准实验室条件下的稳定性允许其在各种合成途径中使用,尽管必须谨慎对待与化合物有关的潜在危害.总体而言,3-azido-2,3-二氧-一-O(T-butyl-dimethylilyl)-B是化学合成的多用途建筑块.

结构式图片

上下游产品

CAS号18162-48-6 叔丁基二甲基氯硅烷

合成工艺路线路线简述

  • 合成目标产物 3-Azido-2 3-Dideoxy-1-O-(T-Butyldimethy& 主要起始原料 β-D-Arabino-Hexopyranose, 3-Azido-2,3-Dideoxy-1-O-[(1,1-Dimethylethyl)Dimethylsilyl]-, 4,6-Diacetate (9CI)
  • (文献来源)合成步骤主要原料 β-D-Arabino-Hexopyranose, 3-Azido-2,3-Dideoxy-1-O-[(1,1-Dimethylethyl)Dimethylsilyl]-, 4,6-Diacetate (9Ci)
📜4,6-Di-O-Acetyl-3-Azido-2,3-Dideoxy-D-Erythro-Hexopyranose置于咪唑,Sodium Methylate体系中,用 甲醇,二氯甲烷 用作溶剂,化学反应 20.0H,反应生成3-叠氮-2,3-二脱氧基-1-O-(叔丁基二甲基甲硅烷基)-β-D-阿拉伯-六吡喃糖
参考文献:Synthesis And Antitumor Activity Of New Glycosides Of Epipodophyllotoxin,Analogues Of Etoposide,And Nk 611
标题:Synthesis And Antitumor Activity Of New Glycosides Of Epipodophyllotoxin,Analogues Of Etoposide,And Nk 611
摘要:A Series Of 3-Amino-And 3-Alkylamino-2-Deoxy-Beta-D-Ribo-And Beta-D-Arabino-Glycosides Of 4'-Demethylepipodophyllotaxin Have Been Synthesized By Means Of An Improved Trimethylsilyl-Iodide Procedure For The Podophyllotoxin-4'-Demethylepipodophyllotoxin Conversion,An Efficient And High Yielding Synthesis Of Silyl Glycoside Donors Of 3-Azido-2,3-Dideoxy-Beta-D-Ribo-And Beta-D-Arabino-Hexopyranoside'S And Stereoselective Glycosylations. In Vitro Evaluation Of Cytotoxic Effects Against Murine L1210 Leukemia Critically Demonstrates The Essential Role Played By A 4,6-Acetal For Biological Activity. Among The Most Cytotoxic Compounds,3-Amino-2,3-Dideoxy-And 3-N,N-(Dimethylamino)-2,3-Dideoxy Etoposide Analogues,17 And 27-29 Are At Least As Potent As Etoposide On The In Vivo P388 (Iv/ip) Murine Leukemia Models. However,Surprisingly Enough,None Of These Compounds Inhibits The Human Dna Topoisomerases I Or Ii Or Binds To Tubulin To Prevent Its Polymerization And Microtubule Assembly. Therefore,Their Mechanism Of Action Remains To Be Cleared Up.
Doi:10.1021/jm9800752

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✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Preparation Of Selectively Protected Protoescigenin Derivatives For Synthesis Of Escin Analogs And Neoglycoconjugates
作者:Kamil Jatczak,Mariusz Gruza,Katarzyna Filip,Piotr Cmoch,Grzegorz Grynkiewicz |发布日期:2014.12.1
摘要:Protoescigenin, The Main Aglycone Of Horse Chestnut Saponin Mixture Known As Escin, Was Selected As Substrate For Exploratory Chemistry Towards Selective Protection, Followed By Propargyl Ether Formation And Subsequent Condensation With Azido-Monosaccharides, To Obtain Novel Triazole Linked Conjugates Of The Triterpene.

合成参考文献

参考DOI号:10.1021/jm9800752
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