CAS: 114346-31-5; (S)-3-(4-((((9H-Fluoren-9-yl)Methoxy)Carbonyl)Amino)Phenyl)-2-((Tert-Butoxycarbonyl)Amino)Propanoic Acid

该化合物是一种受保护的氨酸,通常用于peptide合成.它有两种保护性组:保护氨基组的Boc(乙基-丁氧碳基)组,保护氨酸组,以及保护碳酸组的Fmoc(9-氟烯基-甲基碳基).该化合物的特点是在基本条件下具有稳定性,能够在温和酸条件下有选择地予以保护,允许peptides的相继组装配.苯丙氨基子组在苯丙胺侧链上的存在可增强它的再活动性,并为进一步的功能化提供机会.该化合物通常用于固相聚丙酸合成中,可以将氟化物组移走,暴露于氨基酸与其他氨酸结合.其在有机溶剂中的溶解性以及水中的中溶性使其具有多种合成用途.总体而言,Boc-p-minino-Phe(Foc)-OHHA是医药化学和pepide研究领域一个有价值的建筑块.

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173054-11-0 351208-71-4 164332-89-2

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CAS号55533-24-9 B°C-4-氨基-L-苯丙氨酸 | CAS号82911-69-1 9-芴甲基-N-琥珀酰亚胺碳酸酯

合成工艺路线路线简述

    📜Boc-4-氨基-L-苯丙氨酸,9-芴甲基-N-琥珀酰亚胺基碳酸酯置于sodium Hydroxide体系中,用 1,4-二氧六环 用作溶剂,以94%的收率获得boc-4-(Fmoc-氨基)-L-苯丙氨酸
    参考文献:Novel Gonadotropin-Releasing Hormone Antagonists: Peptides Incorporating Modified N.Omega.-Cyanoguanidino Moieties
    标题:Novel Gonadotropin-Releasing Hormone Antagonists: Peptides Incorporating Modified N.Omega.-Cyanoguanidino Moieties
    摘要:In Order To Minimize The Deleterious Effects Of Histamine Release Resulting From The Administration To Rats And Humans Of Some Potent Gonadotropin-Releasing Hormone (Gnrh) Antagonists,Various Arginine Residues Were Replaced With The Less Basic N-Omega-Cyano-N-Omega'-Alkyl-Or-Arylhomoarginine,-Arginine,Or-P-Aminophenylalanine And N-Omega-Triazolyllysine,-Ornithine Or-P-Aminophenylalanine Residues In Active Analogues. These Novel Analogues Were Synthesized On A Solid-Phase Support Via A Two-Step Modification Of The N-Omega-Nh2 Of Lysine,Ornithine,Or P-Aminophenylalanine Residues In Otherwise Protected Resin Bound Peptides. Most Analogues Were Tested In The Rat Antiovulatory Assay (Aoa) And Three In Vitro Assays: A Pituitary Cell Culture Assay,A Binding Assay To Pituitary Cell Membranes,And A Histamine Release Assay. Introduction Of The Cyanoguanidino And N-Omega-Triazolyl Moieties Into Gnrh Analogues Yielded Several Water-Soluble Antagonists Which Showed A Desirable Therapeutic Ratio (Low Histamine Release Activity To High In Vivo Potency). Among Them,''Azaline'' (10,[ac-Dnal1,Dcpa2,Dpal3,Lys5(Atz),Dlys6(Atz),Ilys8,Dala10]Gnrh),Inhibited Ovulation In The Rat By 90% At 2-Mu-G/rat With An Ed50 In The In Vitro Histamine Release Assay Comparable To That Of Gnrh Itself.
    Doi:10.1021/jm00112A013

    海关参考信息

    专利信息


    专利号:US-6359144-B1
    优先权日:1997-02-04
    标 题 :Combinatorial libraries of bicyclic guanidine derivatives and compounds therein
    发明人:OSTRESH JOHN M; MEYER JEAN-PHILIPPE; DOOLEY COLETTE T; BLONDELLE SYLVIE E; SCHONER CHRISTA C; HOUGHTEN RICHARD A
    权利人:LION BIOSCIENCE AG
    摘要:The invention provides a rapid approach for combinatorial synthesis and screening of combinatorial libraries of bicyclic guanidine compounds. The present invention further provides the compounds made by the combinatorial synthesis and individually as well as methods of using the same.

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    ✅ COA系统入驻 | 共享模式

    合成参考文献

    合成方法参考DOI号:10.1021/jm00112a013
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