CAS: 2708-77-2; 4-Fluoro-Dl-Glutamic Acid

该化合物是一种氨酸衍生物,其特点是在谷颈酸脊的第四个碳位置存在氟原子,该化合物是一种在水中溶解的白色晶状固体,反映了其极性,反映了其碳酸和氨氨基功能组的极性;它具有类似于谷状酸的特性,包括它作为...

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合成工艺路线路线简述

    📜γ-Fluoroglutamic Acid Diisopropyl Ester Hydrochloride置于盐酸体系中,化学反应 3.0H,以84%的收率获得4-氟-Dl-谷氨酸
    参考文献:Chemistry Of 4-Fluoroglutamic Acid. Part 2. Separation Of The Diastereomers On A Large Scale. Preparation Of Cis-And Trans-4-Fluoro-5-Pyrrolidone-2-Carboxylic Acids (4-Fluoropyroglutamic Acids)
    标题:Chemistry Of 4-Fluoroglutamic Acid. Part 2. Separation Of The Diastereomers On A Large Scale. Preparation Of Cis-And Trans-4-Fluoro-5-Pyrrolidone-2-Carboxylic Acids (4-Fluoropyroglutamic Acids)
    摘要:Separation Of The 4-Fluoroglutamic Acid Diastereomers Has Been Achieved By Crystallization Of The Hydrochlorides Of Their Dialkyl Esters 1B And 2D. Subsequent Hydrolysis Afforded The Diastereomers 1A And 2A In 100% Steric Purity. Conversion Of The Acids Into The 5-Methyl Esters Followed By Treatment With Ammonia Gives Rise To The Trans And Cis Isomers Of 4-Fluoro-5-Pyrrolidone-2-Carboxylic Acid,3 And 4. NMR Data Are Given.
    Doi:10.1016/s0022-1139(00)80033-0

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    专利信息


    专利号:US-12234299-B2
    优先权日:2018-11-22
    标 题 :Peptides for inducing bacteriocin synthesis and methods to identify and/or select and/or optimize the same
    发明人:MIGNOLET JOHANN; HOLS PASCAL; LEDESMA GARCÃ?A LAURA
    权利人:SYNGULON S A; UNIV CATHOLIQUE LOUVAIN
    摘要:Described herein is a peptide or peptidomimetic with a length of at least 6 residues comprising, consisting essentially of, or consisting of the sequence motif Xaa1-Trp-Xaa2-Xaa3-Xaa4-Xaa5 (SEQ ID NO:1), wherein: Xaa1 represents an aromatic residue (Phe, Tyr, Trp, His), Cys or Ser; Xaa2, Xaa3 and Xaa4 represent any residue; and Xaa5 represents Gly, lie or Val.

    专利号:US-9375497-B2
    优先权日:2006-11-01
    标题:[F-18]-labeled L-glutamic acid, [F-18]-labeled L-glutamine, derivatives thereof and use thereof and processes for their preparation
    发明人:DINKELBORG LUDGER; FRIEBE MATTHIAS; KRASIKOWA NIKOLAEVNA RAISA; BELOKON YURI; KUZNETSOVA FEDOROVNA OLGA; GRAHAM KEITH; LEHMANN LUTZ; BERNDT MATHIAS
    权利人:BAYER SCHERING PHARMA AG; PIRAMAL IMAGING SA
    摘要:The compounds and the synthesis of [F-18]-labeled L-glutamic acid, [F-18]-labeled L-glutamate, their derivatives as set forth in formula (I) and their uses are described.

    专利号:EP-1923382-A1
    优先权日:2006-11-18
    标 题:[18F] labelled L-glutamic acid, [18F] labelled glutamine, their derivatives, their use and processes for their preparation
    发明人:DINKELBORG LUDGER; FRIEBE MATTHIAS; KRASIKOWA RAISA NIKOLAEVNA; BELOKON YURI; KUZNETSOVA OLGA FEDOROVNA; GRAHAM KEITH; LEHMANN LUTZ; BERNDT MATHIAS
    权利人:BAYER SCHERING PHARMA AG
    摘要:The compounds and the synthesis of [F-18] labeled L-glutamic acid, [F-18] labeled L-glutamate, their derivatives according to formula (I) and their uses are described.

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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    参考标题:γ-Fluoroglutamic Acid
    作者:R. L. Buchanan,F. H. Dean,F. L. M. Pattison |发布日期:1962.8.1
    摘要:The Synthesis Of γ-Fluoroglutamic Acid, Hoocchfch2Ch(Nh2)Cooh, Was Achieved By Two Independent Methods, Both Of Which Involved The Michael Reaction: (1) Methyl α-Fluoroacrylate And Diethyl Acetamidomalonate Gave The Transesterified Intermediate, Which On Hydrolysis Produced γ-Fluoroglutamic Acid (31% Yield); (2) Ethyl α-Acetamidoacrylate And Diethyl Fluoromalonate Reacted Under Mild Conditions To Give, After Hydrolysis, The Required Amino Acid In 56% Overall Yield. Of The Two Procedures, The Second Is Preferable, Since It Is Based On More Readily Available Starting Materials And Gives A Higher Yield.

    合成参考文献


    参考文献:10.1007/s00726-014-1764-5
    摘要:Aceña JL, Sorochinsky AE, Soloshonok V. Asymmetric synthesis of α-amino acids via homologation of Ni(II) complexes of glycine Schiff bases. Part 3: Michael addition reactions and miscellaneous transformations. Amino Acids. 2014 Sep;46(9):2047–73. doi: 10.1007/s00726-014-1764-5.
    参考文献:10.1016/s0021-9258(18)88843-3
    摘要:McGuire JJ, Coward JK. DL-threo-4-fluoroglutamic acid. A chain-terminating inhibitor of folylpolyglutamate synthesis. Journal of Biological Chemistry. 1985 Jun;260(11):6747–54. doi: 10.1016/s0021-9258(18)88843-3.
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