CAS: 2899-37-8; (S)-2-Amino-4-(Methylthio)Butan-1-Ol

该化合物是一种氨基酒精,产自氨基酸甲硫磷,其特点是碳链中存在一个顺氢基(-OH)组,该组具有作为手性分子的特性.L-Methinoinol一般是淡色黄色的无色液体,有温味.它溶于水和有机溶剂中,可溶于水和有机溶剂,可应用于各种用途.该化合物经常用于合成药物,并用作有机化学中的一种手艺建筑块.此外,L-Methioninol可以用作消毒剂,并因其结构上与甲基硫磷相似而参与生物化学过程.其生物意义通过其在含硫化合物的代谢作用而得到突出.安全数据表明,它与许多化学品一样,应该谨慎处理,因为它可能会在与皮肤或眼睛接触时引起刺激.

结构式图片

相似化合物

51372-93-1 2491-18-1 348-67-4

上下游产品

CAS号63-68-3 L-蛋氨酸 | CAS号10332-17-9 L-Methionine, m... | CAS号2899-36-7 L-蛋氨酸乙酯盐酸盐 | CAS号51372-93-1 B°C-氨醇

合成工艺路线路线简述

    L-蛋氨酸 反应生成L-蛋氨醇
    参考文献:使用 α,α-二氟烷基胺轻松合成恶唑啉,噻唑啉和咪唑啉
    标题:使用 α,α-二氟烷基胺轻松合成恶唑啉,噻唑啉和咪唑啉
    摘要:β-氨基醇,β-氨基硫醇和β-二胺可通过在温和条件下与α,α-二氟烷基胺反应分别转化为相应的恶唑啉,噻唑啉和咪唑啉衍生物.该反应适用于光学活性杂环化合物的合成.
    Doi:10.1055/s-2007-966038

    海关参考信息

    专利信息


    专利号:US-10040752-B2
    优先权日:2015-08-24
    标 题 :Synthesis of levomethadone hydrochloride or dextromethadone hydrochloride and methods for use thereof
    发明人:MKRTCHYAN GNEL; YAO QINGWEI
    权利人:CODY LABORATORIES INC
    摘要:Highly efficient methods for synthesis of levomethadone hydrochloride or dextromethadone hydrochloride are provided starting from D-alanine, or L-alanine, respectively, with retention of configuration. Methods for treating a subject are provided comprising administering a composition comprising an effective amount of levomethadone hydrochloride having not more than 10 ppm dextromethadone.

    专利号:US-4254023-A
    优先权日:1979-10-16
    标题:Synthesis of peptide alcohols by the solid phase method
    发明人:STEWART JOHN M; MORRIS DAN H
    权利人:PENNWALT CORP
    摘要:A method for preparing novel peptide alcohols exemplified by the reduction of enkephalins and particularly the met-enkephalin to produce pentapeptides and tetrapeptides of the following formula n n H-Tyr-DAla-Gly-Phe-Methioninol (1) n n n H-Tyr-DAla-Phe-Methioninol (2) n n Additional alcohols having a carbon or C-number exceeding or less than 4 or 5 may also be prepared. These compounds are produced by solid phase peptide synthesis developed by R. B. Merrifield in Advances in Enzymology, 32:221 (1969 ) in which the terminal carboxyl group is reduced to the alcohol under the influence of lithium borohydride.

    专利号:US-2005192265-A1
    优先权日:2003-03-20
    标 题:Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting beta-amyloid peptide release and/or its synthesis by use of such compounds
    发明人:THOMPSON RICHARD C; WILKIE STEPHEN; STACK DOUGLAS R; VANMETER ELDON E; SHI QING; BRITTON THOMAS C; AUDIA JAMES E; REEL JON K; MABRY THOMAS E; DRESSMAN BRUCE A; CWI CYNTHIA L; HENRY STEVEN S; MCDANIEL STACEY L; STUCKY RUSSELL D; PORTER WARREN J
    摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions that include a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

    专利号:US-6906056-B2
    优先权日:1998-06-22
    标 题:Cycloalkyl, lactam, lactone and related compounds, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
    发明人:THOMPSON RICHARD C; WILKIE STEPHEN; STACK DOUGLAS R; VANMETER ELDON E; SHI QING; BRITTON THOMAS C; AUDIA JAMES E; REEL JON K; MABRY THOMAS E; DRESSMAN BRUCE A; CWI CYNTHIA L; HENRY STEVEN S; MCDANIEL STACEY L; STUCKY RUSSELL D; PORTER WARREN J
    权利人:LILLY CO ELI
    摘要:Disclosed are compounds which inhibit β-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions that include a compound which inhibits β-amyloid peptide release and/or its synthesis as well as methods for treating Alzheimer's disease both prophylactically and therapeutically with such pharmaceutical compositions.

    专利号:US-2021171437-A1
    优先权日:2017-07-17
    标题 :Peptide nucleic acid (pna) monomers with an orthogonally protected ester moiety and novel intermediates and methods related thereto
    发明人:COULL JAMES M; GILDEA BRIAN D
    权利人:VERA THERAPEUTICS INC
    摘要:The present disclosure pertains to peptide nucleic acid (PNA) monomers and oligomers, as well as methods and compositions useful for the preparation of PNA monomer precursors (e.g. PNA Monomer Esters, Backbone Esters and Backbone Ester Acid Salts, as described below) that can be used to prepare PNA monomers wherein said PNA monomers can be used to prepare said PNA oligomers. In some embodiments, the disclosure features sulfonic acid salts of Backbone Ester compounds, which sulfonic acid salts generally tend to be crystalline and can be obtained in reasonably good yield, often without requiring any chromatographic purification of the reaction product of the Backbone Ester synthesis reaction. This disclosure also pertains to novel methods for the synthesis of said Backbone Ester compounds and novel methods for the formation of the related sulfonic acid salts. Exemplary ester groups include, but are not limited to, 2,2,2-trichloroethy-(TCE), 2,2,2-tribromoethyl-(TBE), 2-iodoethyl-groups (2-IE) and 2-bromoethyl-(2-BrE) as the ester group. These particular ester groups can be removed under conditions where both Boc and Fmoc protected amine groups are stable.

    专利号:US-2019002394-A1
    优先权日:2015-08-24
    标 题 :Synthesis of levomethadone hydrochloride or dextromethadone hydrochloride and methods for use thereof
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    主要参考文献


    1: Baker SA, Hennig GW, Han J, Britton FC, Smith TK, Koh SD. Methionine and its derivatives increase bladder excitability by inhibiting stretch-dependent K(+) channels. Br J Pharmacol. 2008 Mar;153(6):1259-71. doi: 10.1038/sj.bjp.0707690. Epub 2008 Jan 21.
    2: Barcena HS, Holmes AE, Zahn S, Canary JW. Redox inversion of helicity in propeller-shaped molecules derived from s-methyl cysteine and methioninol. Org Lett. 2003 Mar 6;5(5):709-11. doi: 10.1021/ol0275217. 82(2):341-348. doi: 10.1021/acs.jnatprod.8b00828. Epub 2019 Feb 8. 52(33):11427-11440. doi: 10.1039/d3dt01648j. 183(2):793-800. doi: 10.1016/j.juro.2009.09.079. 50(41):14684-14694. doi: 10.1039/d1dt02033a. 589(Pt 5):1221-33. doi: 10.1113/jphysiol.2010.203869. Epub 2011 Jan 10.
    8: Chuchelkin IV , Gavrilov KN , Borisova NE , Perepukhov AM , Maximychev AV , Zheglov SV , Gavrilov VK , Firsin ID , Zimarev VS , Mikhel IS , Tafeenko VA , Murashova EV , Chernyshev VV , Goulioukina NS . Diamidophosphites from β-hydroxyamides: readily assembled ligands for Pd-catalyzed asymmetric allylic substitution. Dalton Trans. 2020 May 7;49(17):5625-5635. doi: 10.1039/d0dt00741b. Epub 2020 Apr 14. 49(18):6043-6055. doi: 10.1039/d0dt00380h. Epub 2020 Apr 22. 69(3):203-8. doi: 10.1016/0304-3835(93)90176-a. 53(8):1366-72. doi: 10.1093/chromsci/bmv026. Epub 2015 Mar 29. 72(5):2275-84. doi: 10.1016/S0006-3495(97)78872-6.

    合成参考文献


    参考文献:10.1016/j.juro.2009.09.079
    摘要:Baker SA, Hatton WJ, Han J, Hennig GW, Britton FC, Koh SD. Role of TREK-1 potassium channel in bladder overactivity after partial bladder outlet obstruction in mouse. J Urol. 2010 Feb;183(2):793–800. doi: 10.1016/j.juro.2009.09.079.
    摘要:Bräse, S.; Lesch, B.; Zimmermann, V., Science of Synthesis, (2010) 41, 590.
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