CAS: 2491-18-1; (S)-Methyl 2-Amino-4-(Methylthio)Butanoate Hydrochloride

该化合物是氨酸甲基甲基盐盐的一种衍生物,其特点是存在一个甲基酯组和一种盐盐形式,该化合物一般是一种白色的脱白晶状粉,在水和酒精中溶解,可提高其在各种生化应用中的效用.作为氨酸衍生物,它在蛋白合成中起着重要作用,并参与了各种代谢过程.甲基酯形式可以改进吸收和生物利用率,使其在营养补充剂和药物配方中有用.L-甲基酯盐酸盐也因其潜在的抗氧化特性及其在其他重要生物分子合成中的作用而著称.重要的是,要谨慎地处理该化合物,遵守安全准则,与任何化学物质一样,以避免其使用带来的潜在危害.

结构式图片

相似化合物

69630-60-0 16118-36-8 56762-93-7

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ECHA物质C&L通报REACH预注册

上下游产品

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合成工艺路线路线简述

    N-Pent-4-Enoyl-L-Methionine Methyl Ester置于盐酸,碘体系中,用 四氢呋喃,水 用作溶剂,以89%的收率获得l-蛋氨酸甲酯盐酸盐
    参考文献:Two New Orthogonal Amine-Protecting Groups That Can Be Cleaved Under Mild Or Neutral Conditions
    标题:Two New Orthogonal Amine-Protecting Groups That Can Be Cleaved Under Mild Or Neutral Conditions
    摘要:
    Doi:10.1021/ja00116A047

    海关参考信息

    专利信息


    专利号:US-12351573-B2
    优先权日:2019-05-09
    标 题:Compounds for use in synthesis of peptidomimetics
    发明人:AL-ABED YOUSEF; CHENG KAI FAN
    权利人:FEINSTEIN INSTITUTES FOR MEDICAL RESEARCH
    摘要:Synthesis of O-benzotriazole and O-imidazole synthons are described. Uses of synthons in synthesis of azapeptides and other peptidomimetics, azapeptides and other peptidomimetics synthesized from the synthons and uses of azapeptides and other peptidomimetics are also described.

    专利号:EP-1638988-B1
    优先权日:2003-06-30
    标题:Process for the synthesis of high purity d-(17alpha)-13-ethyl-17hydroxy-18,19-dinorpre:gn-4-ene-20-yne-3-one-oxime
    发明人:TUBA ZOLTAN; MAHO SANDOR; KISS JANOS; MAGYARI ENDRENE; TERDY LASZLO
    权利人:RICHTER GEDEON NYRT
    摘要:The invention relates to a process for the synthesis of high purity d-(17alpha)-13-ethyl-17­hydroxy-18,19-dinorpregn-4-ene-20-yne-3-one-oxime (further on norelgestromine) via acetylation of d-norgestrel at position 17, oximation of the oxo group at position 3 of the obtained 17-acetoxy derivative, and finally hydrolyzing the acetoxy group at position 17 of the obtained 3-oxime derivative. The process according to our invention is as follows: the starting material, d-(17alpha-17-hydroxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3­one (d-norgestrel) - purity 93-94 % - is acetylated with acetic anhydride in acetic acid, in the presence of zinc chloride and hydrogen chloride, or 70 % perchloric acid in an inert gas atmosphere, and after completion of the reaction the excess of acetic anhydride and the 'enol acetate' by-product are decomposed with aqueous hydrochioric acid, then the formed d-(17alpha)-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one is isolated from the reaction mixture by addition of ice-water, the precipitated product is filtered off, washed with water, dried, dissolved in dichloromethane or acetone and clarified with silica gel or aluminum oxide and charcoal, after filtration of the clarifier the resulted solution is concentrated and the residue is recrystallized, the obtained d-(17alpha)-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one is reacted either with hydroxylammonium acetate or with hydroxylammonium chloride in the presence of sodium acetate, in acetic acid in nitrogen atmosphere under vigorous stirring for about 1 hour, after completion of the reaction water is added, the precipitated product is filtered off, washed with water, dried and recrystallized, the obtained d-(17alpha-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one-oxime is hydrolyzed with an equivalent amount of an alkali metal hydroxide in a C1-C4 alkanol solution, in nitrogen atmosphere between a temperature of about 5-38 °C, under vigorous stirring, after completion of the reaction the mixture is diluted with water and the pH of the resulted suspension is adjusted to 7,5-9 with acetic acid, the precipitated product is filtered off, washed with water, dried, the crude product is dissolved in ethanol, clarified with charcoal, and after filtration of the clarifier water is added to the obtained solution, the precipitated high purity d-(17alpha)-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one-oxime is filtered off, washed with water and in given case recrystallized from ethanol.

    专利号:US-7816546-B2
    优先权日:2003-06-30
    标 题:Process for the synthesis of high purity d-(17α)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-ene-20-yn-3-one-oxime
    发明人:TUBA ZOLTAN; MAHO SANDOR; KISS JANOS; MAGYARI ENDRENE; TERDY LASZLO
    权利人:RICHTER GEDEON VEGYESZET
    摘要:The invention relates to a process for the synthesis of d-(17α)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-ene-20-yn-3-one-oxime (also known as norelgestromin) via acetylation of d-norgestrel at position 17; oximation of the oxo group at position 3 of the obtained d-(17α)-13-ethyl-17-(acetyloxy)-18,19-dinorpregn-4-ene-20-yn-3-one; and then hydrolyzing the acetyloxy group at position 17 of the obtained d-(17α)-13-ethyl-17-(acetyloxy)-18,19-dinorpregn-4-ene-20-yn-3-oxime derivative, thereby obtaining norelgestromin.

    专利号:WO-2013001322-A1
    优先权日:2011-06-30
    标 题:PROCESS FOR THE SYNTHESIS OF (5α,17β)-N-[(2,5-BIS(TRIFLUOROMETHYL)-PHENYL]-3-OXO-4-AZA-5-ANDROST-1-ENE-17-CARBOXAMIDE
    发明人:SOEROES BELA; TUBA ZOLTAN; GALIK GYOERGY; MAHO SANDOR; BALOGH LASZLO; VINCZE PETER; HORVATH JANOS; KOVACS ANDRAS; BENI ZOLTAN; VARGA FRIGYES
    权利人:RICHTER GEDEON NYRT; SOEROES BELA; TUBA ZOLTAN; GALIK GYOERGY; MAHO SANDOR; BALOGH LASZLO; VINCZE PETER; HORVATH JANOS; KOVACS ANDRAS; BENI ZOLTAN; VARGA FRIGYES
    摘要:The synthesis consists of reaction steps as follows: oxidizing the α,β-unsaturated ketone system of ring 'A' of pregn-4-ene-3,20-dion- of formula (II) with sodium metaperiodate in tert-butanol in the presence of potassium permanganate and alkali metal carbonate, reacting the obtained 3,5-seco acid with an ester of chloroformic acid in the presence of tertier organic base below 0°C, reacting the obtained new compound after isolation or without isolation with ammonia or ammonium acetate, cyclization of the resulting carboxamides with an acid, cathalytic hydrogenating the obtained ene lactame, and oxidizing the side chain at position 17 of the obtained pregnane compound with an alkali metal hypobromide in aqueous dioxane below 10°C. Thereafter on one hand the obtained (5α,17β)-3-oxo-4-aza-5-androstane-17-carboxylic acid is reacted with chloroformic acid ester, the obtained new compound is reacted with 2,5-bis(trifluoromethyl)-aniline in the presence of a Lewis acid, the obtained amide is reacted with trimethyl chlorosilane in inert atmosphere in the presence of Î?,Î?,Î?',Î?'-tetramethyl-ethylendiamine, then en excess iodine is added to the reaction mixture and the product of the iodination reaction is crystallized from acetonitrile, then the obtained 2-iodo-3-oxo-4-aza-17β-carboxamide is reacted with potassium tert-butylate to furnish final product. On the other hand, (5α,17β)-3-oxo-4-aza-5-androstane-17-carboxylic acid is transformed into methylester by known method, this latter is transformed into methyl (2α,5α,17β)-2-iodo-3-oxo-4-aza-5-androstane-17-carboxylate according to known method, the obtained compound is reacted with potassium-tert-butylate, the obtained (5α,17β)-3-oxo-4-aza-5-androst-1-ene-17-carboxylic acid is reacted with an ester of chloroformic acid, then the obtained new compound is coupled with 2,5-bis(trifluoromethyl)-aniline in the presence of a Lewis acidcatalyst to gain final product.

    专利号:US-9416336-B2
    优先权日:2013-03-15
    标 题:Direct transesterification of algal biomass for synthesis of fatty acid ethyl esters (FAEE)
    发明人:SHINDE SANDIP
    权利人:HELIAE DEV LLC
    摘要:Methods of producing fatty acid ethyl esters (FAEE) using a direct transesterification process are described. The direct transesterification process uses low levels of chemical solvents, acid catalysts, and heating energy to produce the FAEE in a method with increased efficiency in a co-solvent system. The FAEE produced may be used in a variety of products including health, beauty, nutraceutical, and cosmetic products.

    专利号:US-7393954-B2
    优先权日:2002-12-12
    标题:Process for the production of pentostatin aglycone and pentostatin
    发明人:NADJI SOURENA; SMOOT JAMES; SAMPATH UMASHANKER
    权利人:RELIABLE BIOPHARMACEUTICAL COR
    摘要:A novel, scaleable and improved process for preparing pentostatin and its analogs is disclosed. The method comprises the diastereospecific synthesis of the nucleobase from commercially available L-Dialkyl tartarates.
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    主要参考文献

    参考标题:Synthesis Of Combretastatin A-4 And 3′-Aminocombretastatin A-4 Derivatives With Aminoacid Containing Pendants And Study Of Their Interaction With Tubulin And As Downregulators Of The Vegf, Htert And C-Myc Gene Expression
    作者:Raül Agut,Eva Falomir,Juan Murga,Celia Martín-Beltrán,Raquel Gil-Edo,Alberto Pla,Miguel Carda,J. Alberto Marco
    摘要:Natural Product Combretastatin A-4 (Ca-4) And Its Nitrogenated Analogue 3′-Aminocombretastatin A-4 (Amca-4) Have Shown Promising Antitumor Activities. In This Study, A Range Of Ca-4 And Amca-4 Derivatives Containing Amino Acid Pendants Have Been Synthesized In Order To Compare Their Biological Actions With Those Of Their Parent Compounds. Thus, Inhibition Of Cell Proliferation On Tumor Cell Lines Ht-29

    合成参考文献


    摘要:Tang, R.-Y., Science of Synthesis: Knowledge Updates, (2024) 1, 366.
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