CAS: 41879-39-4; O-(Tert-Butyldimethylsilyl)Hydroxylamine

该化合物是有机合成中广泛使用的一种受保护的氢氧基胺衍生物,其主要优势在于三丁基甲基硅酸(TBS)组,该组在不同反应条件下稳定了氢氧基胺,同时允许在必要时有选择地取消保护.这种试剂在氧化物,硝基苯和其他含氮中间体的合成中特别宝贵.TBS保护通过减少自由氢氧胺的固有回活动,加强了处理安全性.它与一系列功能组的兼容性使其在药用化学和材料科学中成为多用途工具.该化合物通常在无水条件下使用,以防止过早的脱保.

结构式图片

相似化合物

18173-64-3 66548-21-8 1028432-04-3

欧盟法规

ECHA物质C&L通报

上下游产品

tert-butyldimethylsilyl chloride(E)-trans-2-methoxy-3-methylcyclohexanone O-(tert-butyldimethylsilyl)oxime (E)-cis-4-tert-Butyl-2-chlor°Cyclohexan-1-one (tert-butyldimethylsilyl)oxime 18H34ClNO2SiC18H34ClNO2Si 19H36ClNO2SiC19H36ClNO2Si

合成工艺路线路线简述

    叔丁基二甲基氯硅烷置于盐酸羟胺,乙二胺体系中,用 二氯甲烷 作为反应溶剂,化学反应 96.0H,以69%的收率获得产物o-(叔丁基二甲基硅烷)羟胺
    参考文献:New C-3' Hydroxamate-Substituted And More Lipophilic Cyclic Hydroxamate Cephalosporin Derivatives As A Potential New Generation Of Selective Antimicrobial Agents
    标题:New C-3' Hydroxamate-Substituted And More Lipophilic Cyclic Hydroxamate Cephalosporin Derivatives As A Potential New Generation Of Selective Antimicrobial Agents
    摘要:描述了一系列新的c-3'羟肟酸取代的头孢菌素衍生物的合成,这些衍生物具有强大的抗菌活性和介质依赖的抗结核活性.
    DOI:10.1039/b612475E

    专利信息


    专利号:US-6281245-B1
    优先权日:1996-10-28
    标 题:Methods for solid-phase synthesis of hydroxylamine compounds and derivatives, and combinatorial libraries thereof
    发明人:PATEL DINESH V; NGU KHEHYONG
    权利人:VERSICOR INC
    摘要:A novel method for generating hydroxylamine, hydroxamic acid, hydroxyurea, and hydroxylsulfonamide compounds is disclosed. The method involves the nucleophilic attack of an alkoxyamine on a suitable solid phase support. Techniques of combinatorial chemistry can then be applied to the immobilized alkoxyamine to generate a diverse set of compounds. Cleavage of the compounds from the support yields a library of hydroxylamine or hydroxylamine derivative compounds, which can be screened for biological activity (e.g., inhibition of metalloproteinases).

    专利号:US-6541276-B2
    优先权日:1996-10-28
    标题:Methods for solid-phase synthesis of hydroxylamine compounds and derivatives and combinatorial libraries thereof
    发明人:PATEL DINESH V; NGU KHEHYONG
    权利人:VERSICOR INC
    摘要:A novel method for generating hydroxylamine, hydroxamic acid, hydroxyurea, and hydroxylsulfonamide compounds is disclosed. The method involves the nucleophilic attack of an alkoxyamine on a suitable solid phase support. Techniques of combinatorial chemistry can then be applied to the immobilized alkoxyamine to generate a diverse set of compounds. Cleavage of the compounds from the support yields a library of hydroxylamine or hydroxylamine derivative compounds, which can be screened for biological activity (e.g., inhibition of metalloproteases).

    专利号:WO-9935126-A1
    优先权日:1998-01-09
    标 题 :Solid supported synthesis of hydroxamic acids
    发明人:GOLEBIOWSKI ADAM; KLOPFENSTEIN SEAN REES
    权利人:PROCTER & GAMBLE; GOLEBIOWSKI ADAM; KLOPFENSTEIN SEAN REES
    摘要:The subject invention involves processes for making hydroxamic acid compounds using a solid-support resin having an oxime moiety as the linking moiety of the resin, comprising the steps of (a) treating the resin with a carboxylic acid compound, such that it is attached to the resin by a condensation reaction between the oxime and carboxyl moieties; (b) optionally modifying the side chain; (c) cleaving a product from the resin by treating with O-tert-butyldimethylsilylhydroxylamine; (d) optionally modifying the side chain; and (e) optionally treating the resulting O-TBS-protected material with acid to produce an unprotected hydroxamic acid compound.

    专利号:US-6291709-B1
    优先权日:1998-12-28
    标题:Solid supported synthesis of hydroxamic acids
    发明人:GOLEBIOWSKI ADAM; KLOPFENSTEIN SEAN REES
    权利人:PROCTER & GAMBLE
    摘要:The subject invention involves processes for making hydroxamic acid compounds using a solid-support resin having an oxime moiety as the linking moiety of the resin, comprising the steps of (a) treating the resin with a carboxylic acid compound, such that it is attached to the resin by a condensation reaction between the oxime and carboxyl moieties; (b) optionally modifying the side chain; (c) cleaving a product from the resin by treating with O-tert-butyldimethylsilylhydroxylamine; (d) optionally modifying the side chain; and (e) optionally treating the resulting O-TBS-protected material with acid to produce an unprotected hydroxamic acid compound.

    专利号:US-8231858-B2
    优先权日:2003-02-10
    标 题 :Diagnostic imaging agents with MMP inhibitory activity
    发明人:STOREY ANTHONY; DAVIS JULIE; RICKETTS SALLY-ANN; MENDIZABAL MARIVI; CUTHBERTSON ALAN; ARUKWE JOSEPH; HEYWOOD KIRSTY; WILSON IAN; WYNN DUNCAN; SCHAFERS MICHAEL; LEVKAU BODO; WAGNER STEFAN; BREYHOLZ HANS-JOERG; KOPKA KLAUS
    权利人:STOREY ANTHONY; DAVIS JULIE; RICKETTS SALLY-ANN; MENDIZABAL MARIVI; CUTHBERTSON ALAN; ARUKWE JOSEPH; HEYWOOD KIRSTY; WILSON IAN; WYNN DUNCAN; SCHAFERS MICHAEL; LEVKAU BODO; WAGNER STEFAN; BREYHOLZ HANS-JOERG; KOPKA KLAUS; GE HEALTHCARE LTD
    摘要:The present invention relates to the field of diagnostic imaging. Specifically, the invention relates to the diagnostic imaging of diseases where specific matrix metalloproteinases are known to be involved. One embodiment of the invention is a compound having matrix metalloproteinase inhibitory activity suitable for diagnostic imaging. Also disclosed in the present invention is a pharmaceutical composition comprising the diagnostic imaging agent of the invention in a form suitable for mammalian administration. The invention furthermore discloses intermediates in the synthesis of the diagnostic imaging agents of the invention and kits for the preparation of the pharmaceutical composition of the invention. The pharmaceutical composition of the invention may be used in the diagnosis of diseases where specific matrix metalloproteinases are known to be involved.

    专利号:WO-9818754-A1
    优先权日:1996-10-28
    标 题:Methods for solid-phase synthesis of hydroxylamine compounds and derivatives, and combinatorial libraries thereof
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    合成参考文献


    摘要:Blakemore, P. R., Science of Synthesis, (2005) 21, 871.
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