CAS: 70277-02-0; Methyl (S)-2-Amino-3-(4-Hydroxy-3-Iodophenyl)Propanoate

该化合物是属于氨基酸衍生物类的化学化合物,具体而言,是一种改制的氨基酸乙酰胺,在芳香环的三处位置上有一个碘原子替代物,可影响其生物活动和再活动.甲基酯功能组增强了其溶性性和稳定性,使其在各种生物化学应用中有用.该化合物经常用于研究环境,特别是在甲状腺激素合成和新陈代谢研究以及药物开发方面.其分子结构包括一个苯丙基氢氧基组,可以参与氢结合并促进其在生物系统中的相互作用.此外,碘原子的存在还可能具有独特的特性,例如增加脂性或改变某些受体的结合.

结构式图片

相似化合物

79677-58-0 70-78-0 16711-71-0

上下游产品

methanol 3-Iodo-L-tyrosine L-Tyr-OMe (2S,3R)-2-[3-(4-Benzyloxy-phenyl)-propyl]-3-[(S)-2-(4-hydroxy-3-iodo-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-5-methyl-hexanoic acid tert-butyl ester (S)-N-benzyloxycarbonyl-3-(4-hydroxy-3-iodophenyl)alanine methyl ester methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-3-iodophenyl)propanoate tert-butoxycarbonylamino-3-(4-methoxy-3-vinyl-phenyl)-propionic acid methyl ester2-tert-butoxycarbonylamino-3-(4-methoxy-3-vinyl-phenyl)-propionic acid methyl ester

合成工艺路线路线简述

    L-酪氨酸甲酯置于chloroamine-T,Sodium Iodide体系中,用 水 作为反应溶剂,化学反应 0.33H,以78%的收率获得产物3-碘-L-酪氨酸甲酯
    参考文献:Electrophilic Radioiodination Of Tyrosine Derivatives
    标题:Electrophilic Radioiodination Of Tyrosine Derivatives
    摘要:A Comparative Study On The Electrophilic Radioiodination Of L-Tyrosine,L-Alpha-Methyl Tyrosine And L-Tyrosine Methyl Ester Has Been Carried Out Using Chloramine-T (Cat) And Iodogen As Oxidizing Agents To Generate Electrophilic Radioiodine. Optimization Of The Radioiodination Conditions Has Been Performed Resulting In High Labelling Yields Within Short Reaction Times At Room Temperature. Radiochromatograms Also Revealed Side Product Impurities At Longer Reaction Time And Higher Oxidizing Agent Concentration. Maximum Yields Of 93%,90% And 78% Were Obtained In Case Of Cat,While 87%,88% And 53% Were Obtained In Case Of Iodogen For L-3-[i-131] Iodotyrosine,L-3-[i-131] Iodo-A-Methyl Tyrosine And L-3-[i-131] Iodotyrosine Methyl Ester Respectively.
    DOI:10.1002/(Sici)1099-1344(199804)41:4<255::Aid-Jlcr89>3.3.Co;2-F

    海关参考信息

    专利信息


    专利号:US-2006154325-A1
    优先权日:2005-01-10
    标题 :Synthesis of epoxide based inhibitors of cysteine proteases
    发明人:BOGYO MATTHEW; VERHELST STEVEN H
    权利人:BOGYO MATTHEW; VERHELST STEVEN H
    摘要:Epoxide based cysteine protease inhibitors containing peptide derivatives and methods for synthesizing them in sold phase are disclosed. Preferably, an epoxy succinyl “warheadâ€? (for binding to the enzyme) is prepared, having two amino acid residues or residue-like structures on either side. Natural and non-natural amino acids may be used. The present process may be carried out entirely on a solid support, with the proviso that a dipeptide like group is prepared prior to coupling to one side of the supported complex. The method lends itself to more efficient inhibitor synthesis, and may be employed with mixtures of peptide compounds, and various modifications of epoxides to create diverse libraries of inhibitors.

    专利号:US-6495693-B2
    优先权日:1996-11-22
    标题:N-(aryl/heteroaryl) amino acid derivatives, pharmaceutical compositions comprising same, and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds
    发明人:AUDIA JAMES E; FOLMER BEVERLY K; JOHN VARGHESE; LATIMER LEE H; NISSEN JEFFREY S; PORTER WARREN J; THORSETT EUGENE D; WU JING
    权利人:ATHENA NEUROSCIENCES INC; LILLY CO ELI
    摘要:Disclosed are compounds which inhibit beta-amyloid peptide release and/or its synthesis, and, accordingly, have utility in treating Alzheimer's disease. Also disclosed are pharmaceutical compositions comprising a compound which inhibits beta-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:WO-2006074466-A2
    优先权日:2005-01-10
    标 题:Synthesis of epoxide based inhibitors of cysteine proteases

    专利号:US-6096782-A
    优先权日:1996-11-22
    标 题:N-(aryl/heteroaryl) amino acid derivatives pharmaceutical compositions comprising same and methods for inhibiting β-amyloid peptide release and/or its synthesis by use of such compounds

    专利号:WO-9822493-A2
    优先权日:1996-11-22
    标 题:N-(ARYL/HETEROARYL) AMINO ACID DERIVATIVES, PHARMACEUTICAL COMPOSITIONS COMPRISING SAME, AND METHODS FOR INHIBITING β-AMYLOID PEPTIDE RELEASE AND/OR ITS SYNTHESIS BY USE OF SUCH COMPOUNDS

    专利号:CN-1237978-A
    优先权日:1996-11-22
    标题 :N-(aryl/heteroaryl) amino acid derivatives, pharmaceutical compositions comprising these derivatives and methods for inhibiting the release of beta-amyloid peptide and its synthesis using these compounds
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    合成参考文献


    参考文献:10.1055/a-1403-4312
    摘要:Schindler CS, Ryan JS. Total Synthesis of Mycocyclosin and the Herqulines. Synthesis. 2021 Mar 16;53(22):4178–86. doi: 10.1055/a-1403-4312.
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