CAS: 709-50-2; (2R,3S,4S,5R,6R)-2-(Hydroxymethyl)-6-Methoxytetrahydro-2H-Pyran-3,4,5-Triol

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617-04-9 1824-94-8 3396-99-4

上下游产品

CAS号34234-44-1 甲基2,3,4-三-O-苯甲酰... | CAS号32449-92-6 D-葡萄糖醛酸内酯 | CAS号19186-53-9 2-methoxy-3,4,5... | CAS号97-30-3 甲基葡萄糖苷 | CAS号98-01-1 糠醛 | CAS号620-02-0 5-甲基-2-糠醛 | CAS号67-47-0 5-羟甲基糠醛 | CAS号123-76-2 乙酰丙酸 | CAS号604-70-6 2,3,4,6-四-o-乙酰基... | CAS号110-54-3 正己烷

合成工艺路线路线简述

    Methyl 2-O-(O-Nitrobenzyl)-3,4,6-Tri-O-Benzyl-β-D-Glucopyranoside置于palladium On Activated Charcoal,氢气体系中,用 甲醇 作为反应溶剂,20.0 °C,34.47 Kpa 条件下,反应 18.0H,以63%的收率获得产物甲基 β-D-吡喃葡萄糖苷
    参考文献:2-硝基苄基在糖基化反应中的应用:武装参与基团的一个重要例子
    标题:2-硝基苄基在糖基化反应中的应用:武装参与基团的一个重要例子
    摘要:演示了邻硝基苄基 (Onnbn) 基团的应用.这种实用的方法允许立体控制合成具有 1,2-反式连接的糖苷.这种新的醚型武装基团可以广泛地扩展在糖基化反应中使用参与基团的概念.onnbn 基团的简单保护和脱保护进一步证实了其在合成中的有用性.
    DOI:10.1002/ejoc.201300123

    海关参考信息

    专利信息


    专利号:US-4739043-A
    优先权日:1984-07-19
    标题 :Method for the synthesis of alkyl, cycloalkyl or alcenyl aldosides or polyaldosides
    发明人:DEFAYE JACQUES; WONG EMILE; PEDERSEN CHRISTIAN; CHEDIN JEAN; BOUCHU ALAIN
    权利人:BEGHIN SAY SA
    摘要:PCT No. PCT/FR85/00197 Sec. 371 Date Apr. 18, 1986 Sec. 102(e) Date Apr. 18, 1986 PCT Filed Jul. 18, 1985 PCT Pub. No. WO86/00906 PCT Pub. Date Feb. 13, 1986.The process comprises the action of a saturated aliphatic or cycloaliphatic alcohol or an aliphatic or cycloaliphatic alcohol comprising a double ethylenic bound not situated in alpha of the hydroxyl group with an aldose, aldoside or polyaldoside in the solvent and reactant formed by the hydrogen fluoride. Application to the synthesis of surfactants or as additives for rigidifying polyurethane foams.

    专利号:US-8987430-B2
    优先权日:2009-10-30
    标 题:Efficient and scalable process for the manufacture of fondaparinux sodium
    发明人:PATEL PAYAL PARTH; MA CHUN; OHRR KEVIN K; NADJI SOURENA
    权利人:PATEL PAYAL PARTH; MA CHUN; OHRR KEVIN K; NADJI SOURENA; RELIABLE BIOPHARMACEUTICAL CORP
    摘要:The present invention relates to a process for the synthesis of the Factor Xa anticoagulent Fondaparinux and related compounds. The invention relates, in addition, to efficient and scalable processes for the synthesis of various intermediates useful in the synthesis of Fondaparinux and related compounds.

    专利号:US-6613552-B1
    优先权日:1999-01-29
    标 题:Biocatalytic synthesis of shikimic acid
    发明人:FROST JOHN W; FROST KAREN M; KNOP DAVID R
    权利人:UNIV MICHIGAN STATE
    摘要:A bioengineered synthesis scheme for the production of shikimic acid from a carbon source is provided. Methods of producing shikimic acid from a carbon source based on the synthesis scheme are also provided.

    专利号:US-7976824-B2
    优先权日:2003-07-31
    标题:Production of 2-18F-2-deoxy-D-glucose via solid-phase synthesis
    发明人:BROWN LYNDA JANE; BROWN RICHARD CHARLES DOWNIE; WADSWORTH HARRY JOHN; JACKSON ALEXANDER
    权利人:GE HEALTHCARE LTD
    摘要:The invention relates to a compound of formula (I): wherein P 1 , P 2 , P 3 , and P 4 are each independently hydrogen or a protecting group; and n is an integer of from 2 to 20 and to the use of such compounds for the synthesis of 18 F-FDG.

    专利号:US-5585252-A
    优先权日:1988-08-30
    标 题 :Enantio- and regioselective synthesis of organic compounds using enol esters as irreversible transacylation reagents
    发明人:WONG CHI-HUEY; WANG YI-FONG; HENNEN WILIAM J
    权利人:SEARLE & CO
    摘要:A process for irreversible regio- and stereoselective enzyme catalyzed acylation of alcohols using enol esters as acylating reagents is disclosed. The present invention permits the selective modification of hydroxyl group(s) of chiral and meso alcohols, including sugars, organometallics, and glycosides. The enol freed upon transesterification rapidly tautomerizes to the corresponding volatile aldehyde or ketone thereby preventing the reverse reaction from occurring.

    专利号:US-5106750-A
    优先权日:1988-08-30
    标 题:Enantio- and regioselective synthesis of organic compounds using enol esters as irreversible transacylation reagents
    发明人:WONG CHI-HUEY; WANG YI-FONG; HENNEN WILLIAM J; BABIAK KEVIN A; DYGOS JOHN H; NG JOHN S
    权利人:SEARLE & CO
    摘要:A process for irreversible regio- and stereoselective enzyme catalyzed acylation of alcohols using enol esters as acylating reagents is disclosed. The present invention permits the selective modification of hydroxyl group(s) of chiral and meso alcohols, including sugars, organometallics, and glycosides. The enol freed upon transesterification rapidly tautomerizes to the corresponding volatile aldehyde or ketone thereby preventing the reverse reaction from occurring.
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    主要参考文献

    [参考文献]: Chyba A, Et Al. Effective Enzymatic Caffeoylation Of Natural Glucopyranosides. Bioorg Med Chem Lett. 2016 Mar 15;26(6):1567-1570.
    [参考文献]: Amy B Blodgett, Et Al. A Fluorescence Method For Measurement Of Glucose Transport In Kidney Cells. Diabetes Technol Ther. 2011 Jul;13(7):743-51.
    [参考文献]: Carmen Castaneda-Sceppa, Et Al. Protein Kinase C Mediated Intracellular Signaling Pathways Are Involved In The Regulation Of Sodium-Dependent Glucose Co-Transporter Sglt1 Activity. J Cell Biochem. 2010 Apr 15;109(6):1109-17.
    [参考文献]: Donald D F Loo, Et Al. How Drugs Interact With Transporters: Sglt1 As A Model. J Membr Biol. 2008 May;223(2):87-106.
    [参考文献]: E P Briczinski, Et Al. Transport Of Glucose By Bifidobacterium Animalis Subsp. Lactis Occurs Via Facilitated Diffusion. Appl Environ Microbiol. 2008 Nov;74(22):6941-8.

    合成参考文献


    参考文献:10.1007/s00894-011-1167-4
    摘要:Li T, Yan S, Yao L. The impact of Trichoderma reesei Cel7A carbohydrate binding domain mutations on its binding to a cellulose surface: a molecular dynamics free energy study. Journal of Molecular Modeling. 2011 Jul 15;18(4):1355–64. doi: 10.1007/s00894-011-1167-4.
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