CAS: 22737-36-6; O-(Trimethylsilyl)Hydroxylamine

该化合物是一种多用途的硅保护羟基胺衍生物,在有机合成中广泛使用,其主要优势在于它能够作为一种受保护的氢氧胺形式,在核循环和电生殖转化中能够有控制地进行反应.三甲基硅(TMS)组增强了非极溶剂的稳定性和溶解性,便利了处理和储存.这种试剂在异性循环,氧化物和其他含氮化合物的合成中特别宝贵,在轻度条件下提供选择性的再活动.它与一系列功能组的兼容性使其在药品,农用化学品和材料科学应用中成为有用的中间体.建议在惰性条件下进行适当的处理,因为其湿度敏感.

结构式图片

相似化合物

1066-40-6 10519-96-7 18027-10-6

欧盟法规

ECHA物质C&L通报

上下游产品

trimethylsilyl amine 1,1,1,3,3,3-hexamethyl-disilazane chloro-trimethyl-silane ethyl>hydroxylamineN-1-methyl-1-4-(benzyloxy)phenylethylhydroxylamine N-(dimethylphenylsilyl)-N'-(trimethylsiloxy)urea N-Trityl-L-Methioninhydroxylamid

合成工艺路线路线简述

    1,1,1-三甲基硅烷胺置于盐酸羟胺体系中,用 乙醚,氨 用作溶剂,化学反应生成O-(三甲基硅)羟胺
    参考文献:Frainnet,E. Et Al.,Comptes Rendus Des Seances De L'Academie Des Sciences,Serie C: Sciences Chimiques,1970,Vol. 270,P. 240-242
    标题:Frainnet,E. Et Al.,Comptes Rendus Des Seances De L'Academie Des Sciences,Serie C: Sciences Chimiques,1970,Vol. 270,P. 240-242

    专利信息


    专利号:US-9938282-B2
    优先权日:2014-02-05
    标 题:Expedient synthesis of sitagliptin
    发明人:JANAGANI SATYANARAYANA; THADURI VENKATESHWAR KUMAR; VAMARAJU RAVISANKAR
    权利人:STEREOKEM INC
    摘要:Novel intermediates are disclosed as intermediates for preparation of a Sitagliptin. A novel synthetic method to prepare Sitagliptin using the said intermediates is also disclosed.

    专利号:US-6566524-B2
    优先权日:2001-12-21
    标题 :Methods for synthesis of amino-tetrahydroisoquinoline-sulfonamide hydroxamic acids
    发明人:LIU SONG; RENNELLS WILLIAM MARTIN
    权利人:PROCTER & GAMBLE
    摘要:Methods of preparing an amino-substituted-tetrahydroisoquinoline-sulfonamide hydroxamic acid include the steps of providing an amino-substituted-tetrahydroisoquinoline-carboxylate attached to a solid support; reacting the ring nitrogen of the amino-tetrahydroisoquinoline-carboxylate with a sulfonyl chloride; and cleaving the intermediate from the solid support to form an amino-tetrahydroisoquinoline-sulfonamide hydroxamic acid.

    专利号:US-5332825-A
    优先权日:1993-10-13
    标题 :Single vessel synthesis of aminoacetonitriles
    发明人:BUCKLAND PAUL R
    权利人:EASTMAN KODAK CO
    摘要:This invention relates to two processes for preparing aminoacetonitriles in one vessel under anhydrous conditions. Process I involves the steps of: (A) reacting trimethylsilyl cyanide and an aldehyde in a water miscible amide solvent to obtain a silyl blocked cyanohydrin solution; (B) adding a catalytic amount of water to the silyl blocked cyanohydrin solution from Step (A); and (C) passing ammonia through the solution to obtain an aminoacetonitrile. Process II involves the steps of: (A') reacting trimethylsilyl cyanide with an aldehyde in the absence of solvent to form a silyl blocked cyanohydrin; (B') adding a water miscible amide solvent to the silyl blocked cyanohydrin from Step (A') to obtain a solution; and (C') passing ammonia through the solution to obtain an aminoacetonitrile. Aminoacetonitriles are important intermediates in the preparation of amino acids, thiadiazoles, acylaminoacetonitriles, and imidazole derivatives.

    专利号:US-6743811-B2
    优先权日:1999-07-28
    标 题:Oxazalidinone compounds and methods of preparation and use thereof
    发明人:GORDEEV MIKHAIL F; LUEHR GARY W; PATEL DINESH V; GADWOOD ROBERT C
    权利人:UPJOHN CO
    摘要:Oxazolidinones and methods for their synthesis are provided. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. Oxazolidinones as disclosed herein can be readily synthesized and used in a variety of applications including use as antimicrobial agents. In one embodiment, a variety of thioamidomethyloxazolidinones and methods for their synthesis and use are provided.

    专利号:US-6531470-B1
    优先权日:1998-01-23
    标题:Oxazolidinone combinatorial libraries, compositions and methods of preparation
    发明人:GORDEEV MIKHAIL F; LUEHR GARY W; PATEL DINESH V; NI ZHI-JIE; GORDON ERIC
    权利人:UPJOHN CO
    摘要:Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.

    专利号:US-2002058815-A1
    优先权日:2001-12-21
    标 题 :Methods for synthesis of amino-tertahydroisoquinoline-sulfonamide hydroxamic acids
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    主要参考文献

    [参考文献]: Ying Fu, Et Al. Trimethylsilyl Chloride Promoted Synthesis Of α-Branched Amines By Nucleophilic Addition Of Organozinc Halides To Nitrones. Org Biomol Chem. 2012 Oct 14;10(38):7669-72.

    合成参考文献


    摘要:Döpp, H.; Döpp, D., Science of Synthesis, (2004) 17, 265.
    摘要:Ostrowska, K.; Kolasa, A., Science of Synthesis, (2005) 22, 501.
    摘要:Geffken, D.; Köllner, M. A., Science of Synthesis, (2009) 40, 950.
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