CAS: 82278-95-3; 3-(3-Bromophenyl)-2-((Tert-Butoxycarbonyl)Amino)Propanoic Acid

该化合物是一种属于氨基酸类的化学化合物,特别是苯丙烯酸的衍生物;在苯丙烯的侧链的3位置上,该物质具有溴原子,可影响其再活性和生物特性;N[(1,1-二甲基乙氧基)碳基]组的存在表明,该物质有一个保护性碳酸酯功能组,该组经常用于有机合成,以保护化学反应中的矿物质功能;该化合物由于其防水特性,有可能溶于有机溶剂中,而氨酸基可能在一定程度上溶于极溶剂中;该化合物的结构表明,该物质在制药化学中,特别是在聚氨基药物合成合成中或作为有机合成的中间体中,可能具有潜在用途;与许多溴化化合物一样,该组可能展示独特的生物活动,从而在医药化学和生物化学化学中引起兴趣.应当注意到,由于溴的存在和再活性潜力,因此应注意安全性和处理预防措施.

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82311-69-1 30163-20-3 99295-78-0

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CAS号24424-99-5 二碳酸二叔丁酯 | CAS号30163-20-3 3-溴-DL-苯丙氨酸 | CAS号823-78-9 间溴溴苄 | CAS号15017-44-4 diethyl (acetyl...

合成工艺路线路线简述

  • 合成目标产物 Boc-L-3-Bromophenylalanine 主要起始原料 3-Bromobenzyl Bromide
  • 24424-99-5 + 15017-44-4 = 82278-95-3
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Acetic Acid,Water; 16 H,Reflux; Reflux -> Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 6,Rt1.3 Reagents: Sodium Bicarbonate Solvents: 1,4-Dioxane,Water; 3 H,Rt1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 2,Rt
    标题:Hydroxyethylene Sulfones As A New Scaffold To Address Aspartic Proteases: Design,Synthesis,And Structural Characterization
    作者:Specker,Edgar; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2005 卷标:48(21) 页码:6607-6619]

    823-78-9 + 1068-90-2 = 82278-95-3
    反应条件:1.1 Reagents: Sodium Ethoxide Solvents: Ethanol; Rt; 5 H,Reflux2.1 Reagents: Hydrochloric Acid Solvents: Acetic Acid,Water; 16 H,Reflux; Reflux -> Rt2.2 Reagents: Sodium Hydroxide Solvents: Water; Ph 6,Rt2.3 Reagents: Sodium Bicarbonate Solvents: 1,4-Dioxane,Water; 3 H,Rt2.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 2,Rt
    标题:Hydroxyethylene Sulfones As A New Scaffold To Address Aspartic Proteases: Design,Synthesis,And Structural Characterization
    作者:Specker,Edgar; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2005 卷标:48(21) 页码:6607-6619
📜3-溴苄溴置于盐酸,Sodium Ethanolate,碳酸氢钠体系中,用 1,4-二氧六环,乙醇 作为反应溶剂,化学反应 24.0H,反应生成 Boc-L-3-溴苯丙氨酸
参考文献:Hydroxyethylene Sulfones As A New Scaffold To Address Aspartic Proteases: Design,Synthesis,And Structural Characterization
标题:Hydroxyethylene Sulfones As A New Scaffold To Address Aspartic Proteases: Design,Synthesis,And Structural Characterization
摘要:Hydroxyethylene Sulfones Were Developed As Novel Scaffolds Against Aspartyl Proteases. A Diastereoselective Synthesis Has Been Established To Introduce The Required Side Chain Decoration With Desired Stereochemistry. Depending On The Substitution Of The Hydroxyethylene-Sulfone Core,Micro-To Submicromolar Inhibition Of Hiv-1 Protease Is Achieved For The S-Configuration At P,And R-Configuration At The Hydroxy-Group-Bearing Backbone Atom. This Stereochemical Preference Is Consistent With The S,R Configuration Of Amprenavir. The Racemic Mixture Of The Most Potent Derivative (K-I = 80 Nm) Was Separated By Chiral HPLC,Revealing The S,R,S-Enantiomer To Be More Active (K-I = 45 Nm). Docking Studies Suggested This Isomer As The More Active One. The Subsequently Determined Crystal Structure With Hiv-1 Protease,Cocrystallized From A Racemic Mixture,Exclusively Reveals The S,R,S-Enantiomer Accommodated To The Binding Pocket. The Transition State Mimicking Hydroxy Group Of The Inhibitor Is Centered Between Both Catalytic Aspartates,While Either Its Carbonyl Or Sulfonyl Group Forms H-Bonds To The Structurally Conserved Water Mediating Interactions Between Ligand And Ile50Nh/ile50Nh' Of Both Flaps. Biological Testing Of The Stereoisomeric Hydroxyethylene Sulfones Against Cathepsin D And Beta-Secretase Did Not Reveal Significant Inhibition. Most Likely,The Latter Proteases Require Inverted Configuration At The Hydroxy Group.
DOI:10.1021/jm050224Y

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合成方法参考DOI号:10.1021/jm050224y
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