CAS: 52554-28-6; Methyl 2,3,5-Tri-O-Acetyl-D-Ribofuranoside

该化合物是一种化学化合物,属于乙酰糖类,具体而言,是一种核糖酸衍生物,其特点是,在2,3和5个位置上,有三种乙酰组附于羟基组,在二,三和五位上,与亚氨酸酯环的甲基组一起,与非亚氨基碳相比,该产品增加了其脂质和稳定性,与未修改的对应物相比,这一结构增强了其亲脂性和稳定性.该化合物一般是白色至白晶状固体,在氯仿和甲醇等有机溶剂中可溶解,但因其乙酸性而较少溶于水中.甲基2,3,5-三-O-乙酰D-里波诺酸盐,经常用于有机合成,特别是用于制作核糖表面模拟和其他碳水化合物衍生物.其再活性可归因于乙酰类组的存在,在特定条件下可进行水解,因而在各种化学转化过程中有用.

结构式图片

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CAS号28708-32-9 四乙酰核糖

合成工艺路线路线简述

    D-吡喃核糖置于吡啶,硫酸体系中,化学反应 4.0H,反应生成 1-甲氧基-2,3,5-三乙酰氧基-D-呋喃核糖苷
    参考文献:Glycosides And Glycoconjugates Of The Diterpenoid Isosteviol With A 1,2,3-Triazolyl Moiety: Synthesis And Cytotoxicity Evaluation
    标题:Glycosides And Glycoconjugates Of The Diterpenoid Isosteviol With A 1,2,3-Triazolyl Moiety: Synthesis And Cytotoxicity Evaluation
    摘要:Several Glycoconjugates Of The Diterpenoid Isosteviol (16-Oxo-Ent-Beyeran-19-Oic Acid) With A 1,2,3-Triazolyl Moiety Were Synthesized,And Their Cytotoxicity Was Evaluated Against Some Human Cancer And Normal Cell Lines. Most Of The Synthesized Compounds Demonstrated Weak Inhibitory Activities Against The M-Hela And Mcf-7 Human Cancer Cell Lines. Three Lead Compounds,54,56 And 57,Exhibited High Selective Cytotoxic Activity Against M-Hela Cells (Ic50 = 1.7-1.9 Mu M) That Corresponded To The Activity Of The Anticancer Drug Doxorubicin (Ic50 = 3.0 Mu M). Moreover,The Lead Compounds Were Not Cytotoxic With Respect To A Chang Liver Human Normal Cell Line (Ic50 > 100 Mu M),Whereas Doxorubicin Was Cytotoxic To This Cell Line (Ic50 = 3.0 Mu M). It Was Found That Cytotoxic Activity Of The Lead Compounds Is Due To Induction Of Apoptosis Proceeding Along The Mitochondrial Pathway. The Present Findings Suggest That 1,2,3-Triazolyl-Ring-Containing Glycoconjugates Of Isosteviol Are A Promising Scaffold For The Design Of Novel Anticancer Agents.
    DOI:10.1021/acs.Jnatprod.0C00134

    海关参考信息

    专利信息


    专利号:US-6583297-B2
    优先权日:2000-08-02
    标题:Process and intermediate compounds for the preparation of pyrrolidines
    发明人:HOLLINGSWORTH RAWLE I
    权利人:UNIV MICHIGAN STATE
    摘要:Processes for the preparation of pyrrolidones ( 7 and 8 ) and pyrrolidines ( 9 and 10 ) from tri-O-acetyl-D-erythro-4-pentulosonic acid esters are described. The compounds are aza sugar analogs of D-ribofuranoside and are intermediates to drugs which regulate nucleoside and nucleic acid synthesis.
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    合成参考文献


    参考文献:10.1007/s00216-016-9916-y
    摘要:Sladkevich S, Dupont A, Sablier M, Seghouane D, Cole RB. Understanding paper degradation: identification of products of cellulosic paper decomposition at the wet-dry “tideline” interface using GC-MS. Analytical and Bioanalytical Chemistry. 2016 Sep 14;408(28):8133–47. doi: 10.1007/s00216-016-9916-y.
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