CAS: 84311-19-3; (S)-2-((Tert-Butoxycarbonyl)Amino)-3-Hydroxy-2-Methylpropanoic Acid

该化合物是一种手性β-羟基-α-氨基酸衍生物,通常用作有机合成和制药研究的关键中间体,其乙氧基碳基(Boc)保护组确保在各种反应条件下保持稳定,同时允许在需要时有选择地取消保护.氢氟碳化合物和碳基功能的存在,增强了其在双向结合和其他衍生反应中的多功能.α位置的立体中心具有对应选择性,使其对不对称合成具有价值.这种化合物因其结构僵硬性及其与标准合成方法的兼容性,对于培养生物活性分子,包括蛋白抑制剂和其他治疗剂特别有用.

结构式图片

相似化合物

16820-18-1 207117-28-0 81132-44-7

物理性质

MSDS等安全信息

上下游产品

(S)-(+)-2-amino-2-methyl-3-hydroxypropanoic acid tert-butyl dicarbonatedi-tert-butyl dicarbonate(S)-2-N-(tert-butoxycarbonyl)amino-2-methyl-3-hydroxypropanoic acid methyl ester tert-butyl (S)-2-(4-hydroxyphenylcarbamoyl)-1-hydroxypropan-2-ylcarbamate tert-butyl (S)-2-(4-(2-biphenyl-4-ylethyloxy)phenylcarbamoyl)-1-hydroxypropan-2-ylcarbamate tert-butyl (S)-2-(4-(4-(4-phenylphenyl)butan-2-yloxy)phenylcarbamoyl)-1-hydroxypropan-2-ylcarbamate

合成工艺路线路线简述

  • 24424-99-5 + 16820-18-1 = 84311-19-3
    反应条件:1.1 Reagents: Triethylamine,Sodium Hydroxide Solvents: Methanol,Water; Rt1.2 Overnight,Rt
    标题:Facile Stereospecific Synthesis And Biological Evaluation Of (S)- And (R)-2-Amino-2-Methyl-4-[123I]Iodo-3-(E)-Butenoic Acid For Brain Tumor Imaging With Single Photon Emission Computerized Tomography
    作者:Yu,Weiping; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2007 卷标:50(26) 页码:6718-6721]

    2098483-76-0 = 84311-19-3
    反应条件:1.1 Reagents: Sodium Bicarbonate,Tempo,Sodium Hypochlorite Solvents: Acetonitrile,Water; Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt1.3 Reagents: Potassium Carbonate Solvents: Methanol; Overnight,Rt1.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt
    标题:Catalytically Enantioselective Synthesis Of Acyclic α-Tertiary Amines Through Desymmetrization Of 2-Substituted 2-Nitro-1,3-Diols
    作者:Meng,Shan-Shui; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(3) 页码:518-521]

    24424-99-5 + 16820-18-1 = 84311-19-3
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: 1,4-Dioxane; 0 °C; 0 °C -> 25 °C; 24 H,25 °C1.2 Reagents: Sulfuric Acid Solvents: Water; Ph 2 - 3
    标题:Non-Natural Amino Acids As Modulating Agents Of The Conformational Space Of Model Glycopeptides
    作者:Fernandez-Tejada,Alberto; Et Al
    参考文献:Chemistry - A European Journal 日期:2008 卷标:14(23) 页码:7042-7058]

    24424-99-5 + 16820-18-1 = 84311-19-3
    反应条件:1.1 Reagents: Triethylamine,Sodium Hydroxide Solvents: Methanol,Water; Overnight,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 2,Rt
    标题:Synthesis,Radiolabeling,And Biological Evaluation Of (R)- And (S)-2-Amino-3-[18F]Fluoro-2-Methylpropanoic Acid (Famp) And (R)- And (S)-3-[18F]Fluoro-2-Methyl-2-N-(Methylamino)Propanoic Acid (Nmefamp) As Potential Pet Radioligands For Imaging Brain Tumors
    作者:Yu,Weiping; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:2010 卷标:53(2) 页码:876-886]

    24424-99-5 + 2098483-75-9 = 84311-19-3
    反应条件:1.1 Reagents: Hydrogen Catalysts: Nickel Solvents: Ethyl Acetate; 8 H,Rt2.1 Reagents: Sodium Bicarbonate,Tempo,Sodium Hypochlorite Solvents: Acetonitrile,Water; Rt2.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt2.3 Reagents: Potassium Carbonate Solvents: Methanol; Overnight,Rt2.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt
    标题:Catalytically Enantioselective Synthesis Of Acyclic α-Tertiary Amines Through Desymmetrization Of 2-Substituted 2-Nitro-1,3-Diols
    作者:Meng,Shan-Shui; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(3) 页码:518-521]

    2172829-16-0 = 84311-19-3
    反应条件:1.1 Reagents: Acetone,Sodium Bicarbonate,Potassium Peroxymonosulfate Sulfate (2Khso5.Khso4.K2So4) Solvents: Water; 1 H,Rt1.2 Catalysts: Dinaphtho[2,1-D:1′,2′-F][1,3,2]Dioxaphosphepin,4-Hydroxy-2,6-Bis[2,4,6-Tris(1-M...; 0 °C2.1 Reagents: Hydrogen Catalysts: Nickel Solvents: Ethyl Acetate; 8 H,Rt3.1 Reagents: Sodium Bicarbonate,Tempo,Sodium Hypochlorite Solvents: Acetonitrile,Water; Rt3.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt3.3 Reagents: Potassium Carbonate Solvents: Methanol; Overnight,Rt3.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt
    标题:Catalytically Enantioselective Synthesis Of Acyclic α-Tertiary Amines Through Desymmetrization Of 2-Substituted 2-Nitro-1,3-Diols
    作者:Meng,Shan-Shui; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(3) 页码:518-521]

    77-49-6 + 2186-92-7 = 84311-19-3
    反应条件:1.1 Reagents: Zinc Chloride Solvents: Chloroform; Rt2.1 Reagents: Acetone,Sodium Bicarbonate,Potassium Peroxymonosulfate Sulfate (2Khso5.Khso4.K2So4) Solvents: Water; 1 H,Rt2.2 Catalysts: Dinaphtho[2,1-D:1′,2′-F][1,3,2]Dioxaphosphepin,2,6-Bis[3,5-Bis(Trifluoromethyl)...; 0 °C3.1 Reagents: Hydrogen Catalysts: Nickel Solvents: Ethyl Acetate; 8 H,Rt4.1 Reagents: Sodium Bicarbonate,Tempo,Sodium Hypochlorite Solvents: Acetonitrile,Water; Rt4.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt4.3 Reagents: Potassium Carbonate Solvents: Methanol; Overnight,Rt4.4 Reagents: Hydrochloric Acid Solvents: Water; Ph 4 - 5,Rt
    标题:Catalytically Enantioselective Synthesis Of Acyclic α-Tertiary Amines Through Desymmetrization Of 2-Substituted 2-Nitro-1,3-Diols
    作者:Meng,Shan-Shui; Et Al
    参考文献:Organic Letters 日期:2018 卷标:20(3) 页码:518-521
📜(R)-2-(Tert-Butoxycarbonylamino)-3-Methoxy-2-Methyl-3-Oxopropanoic Acid置于sodium Tetrahydroborate体系中,用 四氢呋喃,乙醇 作为反应溶剂,以90%的收率获得产物n-Boc-2-甲基-L-丝氨酸
参考文献:Total Synthesis Of (-)-Tantazole B
标题:Total Synthesis Of (-)-Tantazole B
摘要:
DOI:10.1021/ja00071A065

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合成参考文献

合成方法参考DOI号:10.1021/jm070476u
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