CAS: 80126-54-1; (R)-2-Amino-3-(O-Tolyl)Propanoic Acid

该化合物是一种氨酸衍生物,其特征是附于苯丙烯结构的第二碳的甲基组,该化合物的特征是其个性性,因为它含有立体中心,它允许存在两种对应物:D型和L型;该甲基组的存在影响其物理和化学特性,如溶性与再活性.一般而言,诸如2-甲基乙基-D-苯麻尼等氨酸因其在蛋白质合成中的作用而闻名,也可以作为各种生物化学途径的前体.该化合物可能展示独特的生物活动,使其对制药和生物化学研究感兴趣,其结构改变会影响其与酶和受体的相互作用,并可能导致不同的生理影响.与许多氨基酸一样,它有可能溶于极溶剂中溶解,其稳定性可能受到pH和温度条件的影响.

结构式图片

物理性质

MSDS等安全信息

上下游产品

2-acetylamino-2-(2-methylbenzyl)malonic acid diethyl ester 1-chloromethyl-2-methylbenzene ethyl 2-acetamido-2-cyanoacetate 2-(Benzhydrylidene-amino)-3-o-tolyl-propionic acid methyl ester

合成工艺路线路线简述

  • 80126-53-0 = 80126-54-1
    反应条件:1.1 Reagents: Ammonium Chloride Catalysts: Glucose Dehydrogenase,L-Amino Acid Dehydrogenase,D-Amino Acid Dehydrogenase Solvents: Water; 24 H,Ph 9,Rt
    标题:Single-Biocatalyst Synthesis Of Enantiopure D-Arylalanines Exploiting An Engineered D-Amino Acid Dehydrogenase
    作者:Parmeggiani,Fabio; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2016 卷标:358(20) 页码:3298-3306]

    114872-78-5 = 80126-54-1
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    100223-10-7 = 80126-54-1
    反应条件:1.1 Reagents: Acetonitrile,Sodium Hydroxide,Chymotrypsin Solvents: Acetonitrile,Water2.1 Reagents: Hydrochloric Acid Solvents: Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    115280-70-1 = 80126-54-1
    反应条件:1.1 Reagents: Phosphorus,Hydrogen Iodide Solvents: Water; 0.5 H,Reflux2.1 Catalysts: Dihydropyrimidinase Solvents: Dimethyl Sulfoxide,Water; 72 H,Ph 9,42 °C2.2 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water; 6 H,Ph 2 - 3,0 °C
    标题:Unnatural D-Amino Acids As Building Blocks Of New Peptidomimetics
    作者:Latacz,Gniewomir; Et Al
    参考文献:Acta Poloniae Pharmaceutica 日期:2006 卷标:63(5) 页码:430-433]

    192319-66-7 = 80126-54-1
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Water; 4 - 24 H,140 °C2.1 Reagents: Ammonium Chloride Catalysts: Glucose Dehydrogenase,D-Amino Acid Dehydrogenase Solvents: Methanol,Water; 24 H,Ph 9,Rt2.2 Reagents: Sulfuric Acid Solvents: Water; < Ph 2,Rt
    标题:Single-Biocatalyst Synthesis Of Enantiopure D-Arylalanines Exploiting An Engineered D-Amino Acid Dehydrogenase
    作者:Parmeggiani,Fabio; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2016 卷标:358(20) 页码:3298-3306]

    543-24-8 + 529-20-4 = 80126-54-1
    反应条件:1.1 Reagents: Acetic Anhydride,Sodium Acetate; 4 H,120 °C; 120 °C -> Rt1.2 Solvents: Water; 30 Min,0 °C1.3 Reagents: Hydrochloric Acid Solvents: Water; 4 - 24 H,140 °C2.1 Reagents: Ammonium Chloride Catalysts: Glucose Dehydrogenase,D-Amino Acid Dehydrogenase Solvents: Methanol,Water; 24 H,Ph 9,Rt2.2 Reagents: Sulfuric Acid Solvents: Water; < Ph 2,Rt
    标题:Single-Biocatalyst Synthesis Of Enantiopure D-Arylalanines Exploiting An Engineered D-Amino Acid Dehydrogenase
    作者:Parmeggiani,Fabio; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2016 卷标:358(20) 页码:3298-3306]

    1068-90-2 = 80126-54-1
    反应条件:1.1 Reagents: Sodium Ethoxide Solvents: Ethanol1.2 Solvents: Ethanol1.3 Reagents: 2-Fluorobenzyl Bromide2.1 Reagents: Hydrogen Bromide Solvents: Water3.1 Reagents: Trifluoroacetic Anhydride Solvents: Trifluoroacetic Acid4.1 Reagents: Sodium Hydroxide,Carboxypeptidase A Solvents: Water5.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    61676-24-2 = 80126-54-1
    反应条件:1.1 Reagents: Ammonium Chloride Catalysts: Glucose Dehydrogenase,D-Amino Acid Dehydrogenase Solvents: Methanol,Water; 24 H,Ph 9,Rt1.2 Reagents: Sulfuric Acid Solvents: Water; < Ph 2,Rt
    标题:Single-Biocatalyst Synthesis Of Enantiopure D-Arylalanines Exploiting An Engineered D-Amino Acid Dehydrogenase
    作者:Parmeggiani,Fabio; Et Al
    参考文献:Advanced Synthesis & Catalysis 日期:2016 卷标:358(20) 页码:3298-3306]

    114872-93-4 = 80126-54-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    115280-71-2 = 80126-54-1
    反应条件:1.1 Catalysts: Dihydropyrimidinase Solvents: Dimethyl Sulfoxide,Water; 72 H,Ph 9,42 °C1.2 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water; 6 H,Ph 2 - 3,0 °C
    标题:Unnatural D-Amino Acids As Building Blocks Of New Peptidomimetics
    作者:Latacz,Gniewomir; Et Al
    参考文献:Acta Poloniae Pharmaceutica 日期:2006 卷标:63(5) 页码:430-433]

    80102-28-9 = 80126-54-1
    反应条件:1.1 Reagents: Sodium Hydroxide,Carboxypeptidase A Solvents: Water2.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    22888-51-3 = 80126-54-1
    反应条件:1.1 Reagents: Trifluoroacetic Anhydride Solvents: Trifluoroacetic Acid2.1 Reagents: Sodium Hydroxide,Carboxypeptidase A Solvents: Water3.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    461-72-3 + 529-20-4 = 80126-54-1
    反应条件:1.1 Reagents: Ammonium Acetate; 1 Min,Heated; 0.5 Min,Cooled; Heated1.2 Reagents: Acetic Acid Solvents: Water; 0.5 H,Reflux; Cooled; Overnight,4 °C2.1 Reagents: Phosphorus,Hydrogen Iodide Solvents: Water; 0.5 H,Reflux3.1 Catalysts: Dihydropyrimidinase Solvents: Dimethyl Sulfoxide,Water; 72 H,Ph 9,42 °C3.2 Reagents: Sodium Nitrite,Hydrochloric Acid Solvents: Water; 6 H,Ph 2 - 3,0 °C
    标题:Unnatural D-Amino Acids As Building Blocks Of New Peptidomimetics
    作者:Latacz,Gniewomir; Et Al
    参考文献:Acta Poloniae Pharmaceutica 日期:2006 卷标:63(5) 页码:430-433]

    5463-90-1 = 80126-54-1
    反应条件:1.1 Reagents: Methanol,Thionyl Chloride Solvents: Methanol2.1 Reagents: Acetonitrile,Sodium Hydroxide,Chymotrypsin Solvents: Acetonitrile,Water3.1 Reagents: Hydrochloric Acid Solvents: Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    380-71-2 = 80126-54-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: 1,4-Dioxane,Water2.1 Reagents: Methanol,Thionyl Chloride Solvents: Methanol3.1 Reagents: Acetonitrile,Sodium Hydroxide,Chymotrypsin Solvents: Acetonitrile,Water4.1 Reagents: Hydrochloric Acid Solvents: Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    5440-53-9 = 80126-54-1
    反应条件:1.1 Reagents: Hydrogen Bromide Solvents: Water2.1 Reagents: Trifluoroacetic Anhydride Solvents: Trifluoroacetic Acid3.1 Reagents: Sodium Hydroxide,Carboxypeptidase A Solvents: Water4.1 Reagents: Sodium Hydroxide Solvents: Ethanol,Water
    标题:Synthesis,Resolution And Characterization Of Ring Substituted Phenylalanines And Tryptophans
    作者:Porter,John; Et Al
    参考文献:International Journal Of Peptide & Protein Research 日期:1987 卷标:30(1) 页码:13-21]

    22888-51-3 = 80126-54-1 + 2373-76-4
    反应条件:1.1 Catalysts: Phenylalanine Ammonia-Lyase Solvents: Water; 16 H,Ph 8.8,30 °C1.2 Reagents: Methanol
    标题:Mapping The Hydrophobic Substrate Binding Site Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum
    作者:Nagy,Emma Z. A.; Et Al
    参考文献:Acs Catalysis 日期:2019 卷标:9(9) 页码:8825-8834]

    5463-90-1 = 80126-54-1 + 2373-76-4
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 4 H,Reflux2.1 Catalysts: Phenylalanine Ammonia-Lyase Solvents: Water; 16 H,Ph 8.8,30 °C2.2 Reagents: Methanol
    标题:Mapping The Hydrophobic Substrate Binding Site Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum
    作者:Nagy,Emma Z. A.; Et Al
    参考文献:Acs Catalysis 日期:2019 卷标:9(9) 页码:8825-8834]

    5440-53-9 = 80126-54-1 + 2373-76-4
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 4 - 6 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,-10 °C1.3 Solvents: Toluene; 16 - 24 H,Reflux2.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 4 H,Reflux3.1 Catalysts: Phenylalanine Ammonia-Lyase Solvents: Water; 16 H,Ph 8.8,30 °C3.2 Reagents: Methanol
    标题:Mapping The Hydrophobic Substrate Binding Site Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum
    作者:Nagy,Emma Z. A.; Et Al
    参考文献:Acs Catalysis 日期:2019 卷标:9(9) 页码:8825-8834
📜2-甲基苄溴置于盐酸,氢氧化钾,苄基三乙基氯化铵体系中,化学反应生成 D-2-甲基苯丙氨酸
参考文献:Preparation Of (R)-Phenylalanine Analogs By Enantioselective Destruction Using L-Amino Acid Oxidase
标题:Preparation Of (R)-Phenylalanine Analogs By Enantioselective Destruction Using L-Amino Acid Oxidase
摘要:
DOI:10.1021/jo00056A033

海关参考信息

专利信息


专利号:US-2023037284-A9
优先权日:2018-11-30
标题:Combination therapy of peptidomimetic macrocycles
发明人：GUERLAVAIS VINCENT; ANNIS DAVID ALLEN
权利人:AILERON THERAPEUTICS INC
摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

专利号:US-9574189-B2
优先权日:2005-12-01
标题:Enzymatic encoding methods for efficient synthesis of large libraries
发明人：FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK
权利人:FRANCH THOMAS; LUNDORF MIKKEL DYBRO; JACOBSEN SØREN NYBOE; OLSEN EVA KAMPMANN; ANDERSEN ANNE LEE; HOLTMANN ANETTE; HANSEN ANDERS HOLM; SØRENSEN ANDERS MALLING; GOLDBECH ANNE; DE LEON DAEN; KALDOR DITTE KIEVSMOSE; SLØK FRANK ABILDGAARD; HUSEMOEN GITTE NYSTRUP; DOLBERG JOHANNES; Jensen Kim Birkebæ; PEDERSEN LENE; NØRREGAARD-MADSEN MADS; GODSKESEN MICHAEL ANDERS; GLAD SANNE SCHRØDER; NEVE SØREN; THISTED THOMAS; KRONBORG TINE TITILOLA AKINLEMINU; SAMS CHRISTIAN KLARNER; FELDING JAKOB; FRESKGÃ…RD PER-OLA; GOULIAEV ALEX HAAHR; PEDERSEN HENRIK; NUEVOLUTION AS
摘要:Disclosed is a method for obtaining a bifunctional complex comprising a molecule linked to a single stranded identifier oligonucleotide, wherein a nascent bifunctional complex comprising a chemical reaction site and a priming site for enzymatic addition of a tag is a) reacted at the chemical reaction site with one or more reactants, and b) reacted enzymatically at the priming site with one or more tag(s) identifying the reactant(s).

专利号:US-2025084410-A1
优先权日:2015-01-12
标 题:Incorporation of unnatural nucleotides and methods thereof
发明人：PTACIN JEROD; MALYSHEV DENIS A; CAFFARO CAROLINA E
权利人:SYNTHORX INC
摘要:Disclosed herein are methods, compositions and kits for the synthesis of proteins which comprises unnatural amino acids that utilize a mutant tRNA.

专利号:US-2018371021-A1
优先权日:2017-05-11
标 题 :Peptidomimetic macrocycles and uses thereof
发明人：AIVADO MANUEL; GUERLAVAIS VINCENT; OLSON KAREN
权利人:AILERON THERAPEUTICS INC
摘要:The present disclosure describes the synthesis of peptidomimetic macrocycles and methods of using peptidomimetic macrocycles to treat a condition. The present disclosure also describes methods of using peptidomimetic macrocycles in combination with at least one additional pharmaceutically-active agent for the treatment of a condition, for example, cancer.

专利号:US-2009264300-A1
优先权日:2005-12-01
标题 :Enzymatic encoding methods for efficient synthesis of large libraries

专利号:US-2020216836-A1
优先权日:2005-12-01
标题 :Enzymatic encoding methods for efficient synthesis of large libraries

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合成参考文献


摘要:Parmeggiani, F.; Galman, J. L.; Montgomery, S. L.; Turner, N. J., Science of Synthesis, (2019) , 408.
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