CAS: 17463-43-3; 2-Amino-3,3,3-Trifluoropropanoic Acid

该化合物是一种氟化非天然氨基酸,其特征是三氟甲基酸,这增强了其消毒和电子特性,该化合物因其能够提高代谢稳定性和生物活性分子中的分子脂质调节能力,对药用化学和酸研究具有宝贵价值.该化合物的独特结构有利于研究酶-基相互作用和蛋白折叠动态.该三氟甲基酸组还有助于提高α-质的酸度,使其在不对称合成中有用.该氨酸衍生物通常用于制药,农用化学品和先进材料的开发,而为了优化物理化学特性,需要将氟纳入其中.

结构式图片

相似化合物

96105-72-5 129939-36-2 10068-52-7

欧盟法规

ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

2-isobutyl-5-methoxy-4-trifluoromethyl-oxazole N-Benzoyl-3,3,3-trifluoroalanine 2-Benzyloxycarbonylamino-3,3,3-trifluor-propionitril 3,3,3-Trifluoro-2-[(E)-4-methoxy-phenylimino]-propionic acid benzyl ester 3,3,3-Trifluoroalaninmethylester 2-(N-benzyloxycarbonylamino)-3,3,3-trifluoropropionic acid 2-{[(tert-butoxy)carbonyl]amino}-3,3,3-trifluoropropanoic acid 3,3,3-Trifluor-N-(2,4-dinitro-phenyl)-anilin

合成工艺路线路线简述

    📜N-Benzoyl-3,3,3-Trifluoroalanine置于盐酸体系中,化学反应 72.0H,以72%的收率获得3,3,3-三氟-Dl-丙氨酸
    参考文献:由六氟丙酮合成3,3,3-三氟丙氨酸
    标题:由六氟丙酮合成3,3,3-三氟丙氨酸
    摘要:描述了从六氟丙酮开始的3,3,3-三氟丙氨酸的新合成.
    Doi:10.1016/s0022-1139(00)81313-5

    海关参考信息

    专利信息


    专利号:US-6008386-A
    优先权日:1994-08-22
    标 题 :α-Oxiranyl amino acids and their synthesis
    发明人:BERKOWITZ DAVID B; PEDERSEN MICHELLE L
    权利人:UNIV NEBRASKA
    摘要:The present invention is related to a novel class of decarboxylase enzyme inhibitors consisting of α-oxiranyl amino acids and derivatives thereof and a method of synthesizing such compounds.

    专利号:US-5705660-A
    优先权日:1994-08-22
    标 题 :Method for the synthesis of α-oxiranyl amino acids

    专利号:US-8278322-B2
    优先权日:2005-08-01
    标题 :HCV NS3 protease inhibitors
    发明人:HOLLOWAY M KATHARINE; LIVERTON NIGEL J; MCCAULEY JOHN A; RUDD MICHAEL T; VACCA JOSEPH P; LUDMERER STEVEN W; OLSEN DAVID B
    权利人:HOLLOWAY M KATHARINE; LIVERTON NIGEL J; MCCAULEY JOHN A; RUDD MICHAEL T; VACCA JOSEPH P; LUDMERER STEVEN W; OLSEN DAVID B; MERCK SHARP & DOHME
    摘要:The present invention relates to macrocyclic compounds of formula (I) that are useful as inhibitors of the hepatitis C virus (HCV) NS3 protease, their synthesis, and their use for treating or preventing HCV infections.

    专利号:US-8138164-B2
    优先权日:2006-10-24
    标题:HCV NS3 protease inhibitors
    发明人:LIVERTON NIGEL J; SUMMA VINCENZO; VACCA JOSEPH P
    权利人:LIVERTON NIGEL J; SUMMA VINCENZO; VACCA JOSEPH P; MERCK SHARP & DOHME
    摘要:The present invention relates to macrocyclic compounds of formula (I) that are useful as inhibitors of the hepatitis C virus (HCV) NS3 protease, their synthesis, and their use for treating or preventing HCV infections.

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    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Luckose F, Et Al. Effects Of Amino Acid Derivatives On Physical, Mental, And Physiological Activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1027.
    [参考文献]: C W Fearon, Et Al. Identification Of The Active-Site Residue Of Gamma-Cystathionase Labeled By The Suicide Inactivator Beta, Beta, Beta-Trifluoroalanine. Biochemistry. 1982 Aug 3;21(16):3790-4.
    [参考文献]: E A Wang, Et Al. Characteristics Of Beta, Beta-Difluoroalanine And Beta, Beta, Beta -Trifluoroalanine As Suicide Substrates For Escherichia Coli B Alanine Racemase. Biochemistry. 1981 Dec 22;20(26):7539-46.
    [参考文献]: Janina Kopyra, Et Al. Low Energy (0-10 Ev) Electron Driven Reactions In The Halogenated Organic Acids Ccl3Cooh, Cclf2Cooh, And Cf3Chnh2Cooh (Trifluoroalanine). J Chem Phys. 2011 Sep 28;135(12):124307.
    [参考文献]: L Pollegioni, Et Al. Identification And Role Of Ionizing Functional Groups At The Active Center Of Rhodotorula Gracilis D-Amino Acid Oxidase. Febs Lett. 2001 Nov 2;507(3):323-6.

    合成参考文献


    参考文献:10.1016/0003-9861(92)90602-s
    摘要:Phillips RS, Dua RK. Indole protects tryptophan indole-lyase, but not tryptophan synthase, from inactivation by trifluoroalanine. Archives of Biochemistry and Biophysics. 1992 Aug;296(2):489–96. doi: 10.1016/0003-9861(92)90602-s.
    参考文献:10.1007/978-3-030-56413-1_12
    摘要:Jayamurali D, Varier KM, Liu W, Raman J, Ben-David Y, Shen X, Gajendran B. An Overview of Heavy Metal Toxicity. 2021. In: Environmental Chemistry for a Sustainable World.
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