CAS: 82038-34-4; Boc-Metyr-Oh

该化合物是一种受保护的氨酸衍生物,通常用于peptide合成和药用化学中."Boc"(乙基-丁基氧碳基)组是氨基功能的保护组,允许有选择的反应,而不会干扰氨基组."N-Me"表示氮原子中存在一个可影响分子的性格和电子特性的甲基组."Tyr"指强酸,一种芳香氨酸,在蛋白结构和功能中起着关键作用.该化合物一般是白色至非白色固体的,在二甲基硫氧化物和乙醇等有机溶剂中溶解,但水中的溶解性较小.其应用延伸到peptides合成,在酸性条件下可以清除该有机物组,从而便利进一步的反应.

结构式图片

欧盟法规

C&L通报

上下游产品

CAS号64263-81-6 B°C-N-甲基-O- 苄基-L-酪氨酸 | CAS号112196-59-5 (L)-N-B°C-N-met... | CAS号2130-96-3 B°C-O-苄基-L-酪氨酸 | CAS号1080-06-4 L-酪氨酸甲酯 | CAS号4326-36-7 B°C-L-酪氨酸甲酯 | CAS号60-18-4 L-酪氨酸 | CAS号112196-57-3 O-叔丁基二甲基甲硅烷基-Nt... | CAS号112196-58-4 O-叔丁基二甲基甲硅烷基-N-...

合成工艺路线路线简述

  • 112196-59-5 = 82038-34-4
    反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water
    标题:Studies On The Total Synthesis Of Bouvardin And Deoxybouvardin: Cyclic Hexapeptide Cyclization Studies And Preparation Of Key Partial Structures
    作者:Boger,Dale L.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(3) 页码:487-99]

    112196-58-4 = 82038-34-4
    反应条件:1.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,0 °C1.2 Reagents: Citric Acid Solvents: Water; Ph 4 - 5
    标题:Tertiary-Butoxycarbonyl (Boc) - A Strategic Group For N-Protection/deprotection In The Synthesis Of Various Natural/unnatural N-Unprotected Amino Acid Cyanomethyl Esters
    作者:Karmakar,Ananta; Et Al
    参考文献:Tetrahedron Letters 日期:2018 卷标:59(48) 页码:4267-4271]

    112196-57-3 = 82038-34-4
    反应条件:1.1 Reagents: Methyl Iodide,Sodium Hydride Solvents: Dimethylformamide2.1 Solvents: Acetic Acid,Tetrahydrofuran,Water3.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water
    标题:Studies On The Total Synthesis Of Bouvardin And Deoxybouvardin: Cyclic Hexapeptide Cyclization Studies And Preparation Of Key Partial Structures
    作者:Boger,Dale L.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(3) 页码:487-99]

    18162-48-6 + 4326-36-7 = 82038-34-4
    反应条件:1.1 Reagents: Imidazole Solvents: Dimethylformamide2.1 Reagents: Methyl Iodide,Sodium Hydride Solvents: Dimethylformamide3.1 Solvents: Acetic Acid,Tetrahydrofuran,Water4.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water
    标题:Studies On The Total Synthesis Of Bouvardin And Deoxybouvardin: Cyclic Hexapeptide Cyclization Studies And Preparation Of Key Partial Structures
    作者:Boger,Dale L.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(3) 页码:487-99]

    24424-99-5 + 1080-06-4 = 82038-34-4
    反应条件:1.1 Reagents: Triethylamine Solvents: Acetonitrile; 1 H,Rt2.1 Reagents: Imidazole Solvents: Dimethylformamide; 0 °C; Overnight,Rt3.1 Reagents: Sodium Hydride; 0 °C; 2 H,0 °C3.2 Solvents: Water4.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,0 °C4.2 Reagents: Citric Acid Solvents: Water; Ph 4 - 5
    标题:Tertiary-Butoxycarbonyl (Boc) - A Strategic Group For N-Protection/deprotection In The Synthesis Of Various Natural/unnatural N-Unprotected Amino Acid Cyanomethyl Esters
    作者:Karmakar,Ananta; Et Al
    参考文献:Tetrahedron Letters 日期:2018 卷标:59(48) 页码:4267-4271]

    64263-81-6 = 82038-34-4
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol
    标题:Synthesis Of The Cyclodepsipeptide Nordidemnin B,A Cytotoxic Minor Product Isolated From The Sea Tunicate Trididemnum Cyanophorum
    作者:Jouin,Patrick; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1989 卷标:54(3) 页码:617-27]

    112196-58-4 = 82038-34-4
    反应条件:1.1 Solvents: Acetic Acid,Tetrahydrofuran,Water2.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water
    标题:Studies On The Total Synthesis Of Bouvardin And Deoxybouvardin: Cyclic Hexapeptide Cyclization Studies And Preparation Of Key Partial Structures
    作者:Boger,Dale L.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(3) 页码:487-99]

    112196-57-3 = 82038-34-4
    反应条件:1.1 Reagents: Sodium Hydride; 0 °C; 2 H,0 °C1.2 Solvents: Water2.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,0 °C2.2 Reagents: Citric Acid Solvents: Water; Ph 4 - 5
    标题:Tertiary-Butoxycarbonyl (Boc) - A Strategic Group For N-Protection/deprotection In The Synthesis Of Various Natural/unnatural N-Unprotected Amino Acid Cyanomethyl Esters
    作者:Karmakar,Ananta; Et Al
    参考文献:Tetrahedron Letters 日期:2018 卷标:59(48) 页码:4267-4271]

    18162-48-6 + 4326-36-7 = 82038-34-4
    反应条件:1.1 Reagents: Imidazole Solvents: Dimethylformamide; 0 °C; Overnight,Rt2.1 Reagents: Sodium Hydride; 0 °C; 2 H,0 °C2.2 Solvents: Water3.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,0 °C3.2 Reagents: Citric Acid Solvents: Water; Ph 4 - 5
    标题:Tertiary-Butoxycarbonyl (Boc) - A Strategic Group For N-Protection/deprotection In The Synthesis Of Various Natural/unnatural N-Unprotected Amino Acid Cyanomethyl Esters
    作者:Karmakar,Ananta; Et Al
    参考文献:Tetrahedron Letters 日期:2018 卷标:59(48) 页码:4267-4271]

    60-18-4 = 82038-34-4
    反应条件:1.1 Reagents: Thionyl Chloride; 0 °C; Overnight,Rt2.1 Reagents: Triethylamine Solvents: Acetonitrile; 1 H,Rt3.1 Reagents: Imidazole Solvents: Dimethylformamide; 0 °C; Overnight,Rt4.1 Reagents: Sodium Hydride; 0 °C; 2 H,0 °C4.2 Solvents: Water5.1 Reagents: Lithium Hydroxide Solvents: Methanol,Tetrahydrofuran,Water; 1 H,0 °C5.2 Reagents: Citric Acid Solvents: Water; Ph 4 - 5
    标题:Tertiary-Butoxycarbonyl (Boc) - A Strategic Group For N-Protection/deprotection In The Synthesis Of Various Natural/unnatural N-Unprotected Amino Acid Cyanomethyl Esters
    作者:Karmakar,Ananta; Et Al
    参考文献:Tetrahedron Letters 日期:2018 卷标:59(48) 页码:4267-4271
Boc-O-苄基-L-酪氨酸置于palladium On Activated Charcoal 氢气,Sodium Hydride体系中,用 四氢呋喃,1,4-二氧六环,溶剂黄146,Paraffin 作为反应溶剂,化学反应 77.0H,反应生成 Boc-N-甲基-L-酪氨酸
参考文献:Bates,Robert B.; Gin,Susan L.; Hassen,Mark A.,Heterocycles,1984,Vol. 22,# 4,P. 785-790
标题:Bates,Robert B.; Gin,Susan L.; Hassen,Mark A.,Heterocycles,1984,Vol. 22,# 4,P. 785-790

海关参考信息

专利信息


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主要参考文献

参考标题:Tertiary-Butoxycarbonyl (Boc) - A Strategic Group For N-Protection/deprotection In The Synthesis Of Various Natural/unnatural N-Unprotected Aminoacid Cyanomethyl Esters
作者:Ananta Karmakar,Mushkin Basha,G.T. Venkatesh Babu,Murali Botlagunta,Noormohamed Abdul Malik,Richard Rampulla,Arvind Mathur,Arun Kumar Gupta |发布日期:2018.11
摘要:Available 4M Hcl In 1,4-Dioxane Solution (2-4 Equiv); Acetonitrile, 0 °C, 2-4 H Was A Suitable Condition. This Condition Was Generalized And Successfully Applied To A Variety Of Alkyl, Alkynyl, Aryl, Heteroaryl, Benzyl, Azido, Spiro Amino Acid Cyanomethylesters Irrespective Of The Nature Of The Amine (Primary Or Secondary) And The Distance Between The Amine And Ester Group To Achieve Final Deprotected

合成参考文献

合成方法参考DOI号:10.1021/jo00238a005
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