CAS: 121343-82-6; (S)-2-((((9H-Fluoren-9-yl)Methoxy)Carbonyl)Amino)Pentanedioic Acid

该化合物是一种受保护的甲基酸衍生物,广泛用于固相聚聚丙酸合成(SPPS)中.Fmoc组是一个防雷运动,能够在温和基本条件下有选择地取消保护,同时保持侧链式箱式功能.这一化合物对于将浮性酸残留引入peptide序列,提供与标准基于氟化物的战略的兼容性,特别有用.其高纯度和稳定性确保了自动合成的可靠性能,而免费的γ-卡方基组则允许进一步的修改或同化.Fmoc-Glu-OH对研究人员设计带有碳箱状的侧链的peptide,便利准确控制浸药结构和功能至关重要.

结构式图片

相似化合物

104091-09-0 35989-16-3 6893-26-1

上下游产品

Fm°C-Glu(OtBu)-OH (S)-4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-methoxy-5-oxopentanoic acid L-glutamic acid 1-[(9-fluorenylmethyloxycarbonyl)]benzotriazoleN-(9-fluorenylmethoxycarbonyl)glutamic acid di-tert-butyl ester

合成工艺路线路线简述

    Fmoc-O-叔丁基-L-谷氨酸置于水体系中,化学反应 24.0H,以95%的收率获得fmoc-L-谷氨酸
    参考文献:支持的用于连续流化学的催化活性超分子水凝胶.
    标题:支持的用于连续流化学的催化活性超分子水凝胶.
    摘要:受生物学启发,超分子化学的当前目标之一是控制分子自组装产生的新功能的出现.特别地,一些肽可以自组装并产生能够支撑水凝胶的异常催化活性的纤维网络.不幸的是,这些材料的机械脆性与工艺发展是不相容的,这将这一令人兴奋的领域传递给了学术界的好奇心.在这里,我们表明可以通过支持多孔材料壁上的酶促肽自组装来克服这一缺陷.我们应用此策略在开孔聚合物泡沫中生长了酯酶样催化活性超分子水凝胶(cash),填充了整个内部空间.我们支持的cash材料对灭活的酯具有很高的效率,并能实现外消旋物的动力学拆分.这种混合材料足够坚固,可用于连续流反应器,并且可重复使用且在数月内稳定.
    Doi:10.1002/anie.201909424

    海关参考信息

    专利信息


    专利号:WO-9837078-A1
    优先权日:1997-02-20
    标题 :Solid phase and combinatorial synthesis of substituted thiophenes and of arrays of substituted thiophenes
    发明人:DOERWALD FLORENCIO ZARAGOZA
    权利人:NOVO NORDISK AS
    摘要:A solid phase method for the synthesis of a plurality of differently substituted thiophenes with a wide variety of side-chain substituents as compounds of potential therapeutic interest. The thiophenes are prepared by reaction of a substrate-bound primary or secondary amine with a thiophosgene equivalent and reaction of the resulting intermediate with an acceptor-substituted acetonitrile in the presence of a base. Alkylation with an appropriate alkyl halide, followed by Thorpe-Ziegler-cyclization yields differently substituted, support-bound 3-aminothiophenes. These may be screened on the substrate or cleaved from the substrate and then screened in solution. Alternatively, the resin-bound 3-amino thiophenes or the synthetic intermediates can be subjected to further synthetic transformations (N-acylation, reduction) on the support, which permits the preparation of further therapeutically interesting compounds. The efficient synthesis of a wide variety of thiophenes using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse thiophene-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.

    专利号:WO-9740025-A1
    优先权日:1996-04-19
    标 题 :Solid phase and combinatorial synthesis of substituted 1,2,3-triazoles and of arrays of substituted 1,2,3-triazoles
    发明人:DOERWALD FLORENCIO ZARAGOZA
    权利人:NOVO NORDISK AS; DOERWALD FLORENCIO ZARAGOZA
    摘要:A solid phase method for the synthesis of a plurality of differently substituted 1,2,3-triazoles with a wide variety of side-chain substituents as compounds of potential therapeutic interest. The 1,2,3-triazoles are prepared by acylation of a substrate-bound primary or secondary amine with a 3-oxoalkanoic acid and reaction of the resulting amide with a primary amine under dehydrating conditions to give an enamine. Treatment of this substrate-bound enamine with a sulfonyl azide in the presence of a base gives the corresponding 1,2,3-triazoles. These may be screened on the substrate or cleaved from the substrate and then screened in solution. The efficient synthesis of a wide variety of 1,2,3-triazoles using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse triazole-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.

    专利号:US-6136984-A
    优先权日:1996-04-22
    标 题 :Solid phase and combinatorial synthesis of substituted thiophenes and of arrays of substituted thiophenes
    发明人:DOERWALD FLORENCIO ZARAGOZA
    权利人:NOVO NORDISK AS
    摘要:A solid phase method for the synthesis of a plurality of differently substituted thiophenes with a wide variety of side-chain substituents as compounds of potential therapeutic interest is disclosed. The thiophenes are prepared by acylation of a substrate-bound primary or secondary amine with cyanoacetic acid and reaction of the resulting cyanoacetamide with an isothiocyanate in the presence of a base. Alkylation with an appropriate alkyl halide, followed by Thorpe-Ziegier-cyclization yields differently substituted, support-bound 3-aminothiophenes. These may be screened on the substrate or cleaved from the substrate and then screened in solution. Alternatively, the resin-bound 3-amino thiophenes or the synthetic intermediates can be subjected to further synthetic transformations (N-acylation, reduction) on the support, which permits the preparation of further therapeutically interesting compounds. The efficient synthesis of a wide variety of thiophenes using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse thiophene-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.

    专利号:US-5847150-A
    优先权日:1996-04-24
    标题 :Solid phase and combinatorial synthesis of substituted 2-methylene-2, 3-dihydrothiazoles and of arrays of substituted 2-methylene-2, 3-dihydrothiazoles
    发明人:DORWALD FLORENCIO ZARAGOZA
    权利人:NOVO NORDISK AS
    摘要:A solid phase method for the synthesis of a plurality of differently substituted 2-methylenethiazoles with a wide variety of side-chain substituents as compounds of potential therapeutic interest. The 2-methylenethiazoles are prepared by acylation of a substrate-bound primary or secondary amine with cyanoacetic acid and reaction of the resulting cyanoacetamide with an isothiocyanate in the presence of a base. Alkylation with an appropriate alkyl halide under acidic conditions yields differently substituted, support-bound 2-methylene-2,3-dihydrothiazoles. These may be screened on the substrate or cleaved from the substrate and then screened in solution. The efficient synthesis of a wide variety of 2-methylenethiazoles using automated synthesis technology of the present method makes these compounds attractive candidates for the generation and rapid screening of diverse thiazole-based libraries. The method disclosed here provides an easy and fast access to highly diverse heterocyclic compounds of therapeutic interest, amenable to automatization.

    专利号:US-2024018099-A1
    优先权日:2020-11-19
    标题 :Synthesis of prostate specific membrane antigen (psma) ligands
    发明人:ANDREAE FRITZ
    权利人:NOVARTIS AG
    摘要:The present disclosure relates to the synthesis of prostate specific membrane antigen (PSMA) ligands that are useful in the treatment of diseases like cancer. In particular, the disclosure relates to a method for synthesizing PSMA ligands having a glutamate-urea-lysine (GUL) moiety and a chelating agent that can comprise a radiometal.

    专利号:WO-2021007703-A1
    优先权日:2019-07-12
    标题 :A method for preparing liraglutide via a solid phase peptide synthesis
    发明人:BONAVENTURA IVAN DI; HE RUNZE
    权利人:SHANGHAI SPACE PEPTIDES PHARMACEUTICAL CO LTD
    摘要:Provided is a method for preparing liraglutide via a solid phase peptide synthesis, wherein the method uses a Fmoc-Gly-resin with a Fmoc protective group as a carrier for the solid phase peptide synthesis, and after the completion of a deprotecting reaction of the Fmoc protective group, each of the reactions in the solid phase peptide synthesis of the liraglutide is washed with a mixture of DMF and γ-valerolactone for several times, preferably 2-3 times.
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    主要参考文献

    参考标题:Solid-Phase Synthesis Of C-Terminal Peptide Aldehydes From Amino Acetals Anchored To A Backbone Amide Linker (Bal) Handle
    作者:Fanny Guillaumie,Joseph C Kappel,Nicholas M Kelly,George Barany,Knud J Jensen |发布日期:2000.8
    摘要:Peptide Aldehydes Were Synthesized, Starting From Amino Acetals, By A Solid-Phase Backbone Amide Linker (Bal) Strategy.

    合成参考文献


    参考文献:10.1007/s44351-024-00008-0
    摘要:Saeed SI, Hamdan RH, Peng TL, de Fátima Pina M, Chivu A, Ajose DJ, Kamaruzzaman NF. Carbon and polymer-based nanoparticles: a prospective antibiotic substitute in the livestock industry. Discov Bact. 2024 Dec 19;1(1). doi: 10.1007/s44351-024-00008-0.
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