CAS: 79069-50-4; (S)-Tert-Butyl (1-Oxopropan-2-yl)Carbamate

该化合物是一种受保护的氨基酸衍生物,其特点是甲酰胺功能组,通常用于浸泡物合成和有机化学应用;三丁氧碳基(Boc)组作为矿物质功能的临时保护组,允许在酸性条件下有选择地去保护;甲酰胺(aldhyde)可促进多种反应,包括再处理或核生殖添加,使其对建造经过改良的peptids 或 heterocycilic 化合物具有价值;在标准处理条件下保持稳定,并与固相合成(SPS)相兼容,提高了其在研究和制药中的效用;该化合物对于在受控制的分子修改中引入aldehyde处理器特别有用.

结构式图片

相似化合物

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合成工艺路线路线简述

  • 87694-49-3 = 79069-50-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; Rt -> 0 °C; 30 Min,0 °C1.2 Reagents: Potassium Bisulfate Solvents: Water; 0 °C -> 15 °C; 30 Min,15 °C
    标题:In Vitro And In Vivo Comparative And Competitive Activity-Based Protein Profiling Of Gh29 α-L-Fucosidases
    作者:Jiang,Jianbing; Kallemeijn,Wouter W.; Wright,Daniel W.; Van Den Nieuwendijk,Adrianus M. C. H.; Rohde,Veronica Coco; Et Al
    参考文献:Chemical Science 日期:2015 卷标:6(5) 页码:2782-2789]

    87694-49-3 = 79069-50-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 0 °C; 1 H,0 °C1.2 Reagents: Potassium Bisulfate Solvents: Water; 0 °C
    标题:Design And Synthesis Of Fused Tetrahydroisoquinoline-Iminoimidazolines
    作者:Moas-Heloire,Valeria; Renault,Nicolas; Batalha,Vania; Arias,Angela Rincon; Marchivie,Mathieu; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2015 卷标:106 页码:15-25]

    79069-13-9 = 79069-50-4
    反应条件:1.1 Reagents: Dimethyl Sulfoxide,Oxalyl Chloride Solvents: Dichloromethane; -70 °C1.2 15 Min,-70 °C; 20 Min,-70 °C1.3 Reagents: Triethylamine; 30 Min,-70 °C; 30 Min,-70 °C -> Rt
    标题:Aerobic Amide Bond Formation With N-Hydroxysuccinimide
    作者:Yao,Haoyi; Yamamoto,Kana
    参考文献:Chemistry - An Asian Journal 日期:2012 卷标:7(7) 页码:1542-1545]

    28875-17-4 = 79069-50-4
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Toluene; -78 °C
    标题:3-(1-Aminoalkyl)Pyrazole- And 4,5-Dihydropyrazole-5-Carboxylic Acids As Peptide Bond Replacements
    作者:Jones,Raymond C. F.; Seager,Laura E.; Elsegood,Mark R. J.
    参考文献:Synlett 日期:2011 卷标:(2) 页码:211-214]

    87694-49-3 = 79069-50-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; -20 °C; 20 Min,-20 °C
    标题:Total Synthesis,Stereochemical Assignment,And Antimalarial Activity Of Gallinamide A
    作者:Conroy,Trent; Guo,Jin T.; Linington,Roger G.; Hunt,Nicholas H.; Payne,Richard J.
    参考文献:Chemistry - A European Journal 日期:2011 卷标:17(48) 页码:13544-13552]

    87694-49-3 = 79069-50-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; -20 °C; 20 Min,-20 °C1.2 Reagents: Ethyl Acetate
    标题:Total Synthesis And Antimalarial Activity Of Symplostatin 4
    作者:Conroy,Trent; Guo,Jin-T.; Hunt,Nicholas H.; Payne,Richard J.
    参考文献:Organic Letters 日期:2010 卷标:12(23) 页码:5576-5579]

    79069-13-9 = 79069-50-4
    反应条件:1.1 Reagents: Tert-Butanol,Dess-Martin Periodinane Solvents: Dichloromethane
    标题:An Efficient Method For Preparation Of Optically Active N-Protected α-Amino Aldehydes From N-Protected α-Amino Alcohols
    作者:Soucek,Milan; Urban,Jan
    参考文献:Collection Of Czechoslovak Chemical Communications 日期:1995 卷标:60(4) 页码:693-6]

    28875-17-4 = 79069-50-4
    反应条件:1.1 Reagents: Diisobutylaluminum Hydride Solvents: Dichloromethane,Cyclohexane; -78 °C; 0.75 H,-78 °C1.2 Solvents: Methanol; -78 °C -> Rt1.3 Reagents: Potassium Sodium Tartrate Solvents: Water
    标题:Imino Glycals Via Ruthenium-Catalyzed Rcm And Isomerization
    作者:Schmidt,Bernd; Hauke,Sylvia; Muehlenberg,Nino
    参考文献:Synthesis 日期:2014 卷标:46(12) 页码:1648-1658]

    79069-13-9 = 79069-50-4
    反应条件:1.1 Reagents: Amberlite Ira 900 (Reaction Products With Bisacetoxybromate Or Hypochlorite) Catalysts: Tempo Solvents: Dichloromethane; 2 H,Rt
    标题:Polymer-Supported Bisacetoxybromate(I) Anion - An Efficient Co-Oxidant In The Tempo-Mediated Oxidation Of Primary And Secondary Alcohols
    作者:Brunjes,Marco; Sourkouni-Argirusi,Georgia; Kirschning,Andreas
    参考文献:Advanced Synthesis & Catalysis 日期:2003 卷标:345(5) 页码:635-642]

    87694-49-3 = 79069-50-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran
    标题:Synthesis Of Chiral Phosphono-Peptide Nucleic Acid Monomers
    作者:Wu,Yun; Xu,Jie-Cheng
    参考文献:Huaxue Xuebao 日期:2001 卷标:59(10) 页码:1660-1666]

    87694-49-3 = 79069-50-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran
    标题:A Convenient Synthesis Of Chiral Peptide Nucleic Acid (Pna) Monomers
    作者:Kosynkina,Larisa; Wang,Wei; Liang,T. Chyau
    参考文献:Tetrahedron Letters 日期:1994 卷标:35(29) 页码:5173-6]

    79069-13-9 = 79069-50-4
    反应条件:1.1 Reagents: Dess-Martin Periodinane Solvents: Dichloromethane
    标题:Rearrangement,Racemization And Decomposition Of Peptides In Aqueous Solution
    作者:Sepetov,N. F.; Krymskii,M. A.; Ovchinnikov,M. V.; Bespalova,Z. D.; Isakova,O. L.; Et Al
    参考文献:Peptide Research 日期:1991 卷标:4(5) 页码:308-13]

    87694-49-3 = 79069-50-4
    反应条件:1.1 Reagents: Lithium Aluminum Hydride Solvents: Tetrahydrofuran; 20 Min,0 °C1.2 Reagents: Hydrochloric Acid Solvents: Water; 0 °C
    标题:Rational Design Of The First Difluorostatone-Based Pfsub1 Inhibitors
    作者:Giovani,Simone; Penzo,Maria; Brogi,Simone; Brindisi,Margherita; Gemma,Sandra; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(15) 页码:3582-3586]

    51814-53-0 = 79069-50-4
    反应条件:1.1 Reagents: 1-Methylpiperazine,Vitride Solvents: Toluene; Rt -> 0 °C; 0 °C; 0.5 H,0 °C1.2 Solvents: Toluene; -10 °C; 90 Min,-10 °C1.3 Reagents: Water
    标题:A Mild And Efficient Synthesis Of Chiral N-Boc-α-Aminoaldehydes
    作者:Hu,Bin; Xiao,Kun; Shen,Jing Kang
    参考文献:Chinese Chemical Letters 日期:2006 卷标:17(9) 页码:1162-1164
N-Tert-Butoxycarbonyl-L-Alanine Ethyl Ester置于二异丁基氢化铝体系中,用 甲苯 作为反应溶剂,以74%的收率获得产物boc-L-丙氨醛
参考文献:A Selective 1,2-Reduction Of γ-Amino-α,β-Unsaturated Esters By Means Of Bf3.oet2-Dibal-H System. Highly Versatile Chiral Building Blocks From α-Amino Acids
标题:A Selective 1,2-Reduction Of γ-Amino-α,β-Unsaturated Esters By Means Of Bf3.oet2-Dibal-H System. Highly Versatile Chiral Building Blocks From α-Amino Acids
摘要:Dibal-H与bf3.oet2的组合被证明是选择性1,2还原γ-氨基-α,β-不饱和酯的有前景的试剂,这一反应在其他情况下难以实现,并为从α-氨基酸获取有效的手性构建块提供了途径.
DOI:10.1246/cl.1986.815

海关参考信息

专利信息


专利号:US-6133409-A
优先权日:1996-12-19
标 题:Process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and αβ-unsaturated carboxylic acid and aldehyde compounds
发明人:SALVINO JOSEPH M; MORTON GEORGE C; MASON HELEN J; LABAUDINIERE RICHARD F
权利人:AVENTIS PHARM PROD INC
摘要:This invention is directed to a process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and alpha , beta -unsaturated carboxylic acid and aldehyde compounds and to polymeric hydroxylamine resin compounds useful therefor.

专利号:US-5869725-A
优先权日:1994-05-17
标 题:Derivatives of aminosulfonic acids, utilization of the same in the synthesis of pseudopeptides and process for their preparation
发明人:GENNARI CESARE; POTENZA DONATELLA; SALOM BARBARA
权利人:PHARMACIA & UPJOHN SPA
摘要:Derivatives of gamma-amino-alpha,beta-unsaturated sulfonic acids, a process for the preparation of the same and their utilization in the synthesis of pseudopeptides characterized by the presence of at least a sulfonamide type bond conjugated to a double bond are described.

专利号:US-6710208-B2
优先权日:1996-12-19
标题 :Process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and α,β-unsaturated carboxylic acid and aldehyde compounds
发明人:SALVINO JOSEPH M; MORTON GEORGE C; MASON HELEN J; LABAUDINIERE RICHARD F
权利人:AVENTIS PHARMA INC
摘要:This invention is directed to a process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and α,β-unsaturated carboxylic acid and aldehyde compounds and to polymeric hydroxylamine resin compounds useful therefor.

专利号:US-8288566-B2
优先权日:2008-11-17
标 题 :Enantioselective synthesis of γ-amino-αβ-unsaturated carboxylic acid derivatives
发明人:ACEMOGLU MURAT; PFALTZ ANDREAS; SCHAERER CLAUDE
权利人:ACEMOGLU MURAT; PFALTZ ANDREAS; SCHAERER CLAUDE; NOVARTIS AG
摘要:Provided is an enantioselective, palladium-catalyzed method for the preparation of γ-amino-α,β-unsaturated carboxylic acid derivatives having the formulas II, III, VII and VIII:

专利号:US-6774125-B2
优先权日:1998-06-22
标 题:Deoxyamino acid compounds, 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; THOMPSON RICHARD C; WILKIE STEPHEN C; BRITTON THOMAS C; PORTER WARREN J; HUFFMAN GEORGE W; LATIMER LEE H
权利人:ELAN PHARM INC; LILLY CO ELI
摘要:Disclosed are compounds which inhibit β-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 β-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:US-6509331-B1
优先权日:1998-06-22
标题:Deoxyamino acid compounds, 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; THOMPSON RICHARD C; WILKIE STEPHEN C; BRITTON THOMAS C; PORTER WARREN J; HUFFMAN GEORGE W; LATIMER LEE H
权利人:ELAN PHARM 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.
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✅ COA系统入驻 | 共享模式

主要参考文献

参考标题:Synthesis And Characterization Of Optically Pure Gamma‐ Pna Backbones By Sibx ‐mediated Reductive Amination
作者:Alagarsamy Periyalagan,Yong‐tae Kim,In Seok Hong |发布日期:2021.10
摘要:Therefore, The Synthesis Of An Optically Pure γ-Backbone Is Very Important. Here, We Report A Novel Synthetic Strategy For The Suppression Of Epimerization During The Synthesis Of The γ-Pna Backbone. A Stabilized Form Of 2-Iodoxybenzoic Acid (Sibx) Was Used As An Oxidative Reagent In The Key Intermediate Of The N-Boc-Amino Acetaldehyde Synthesis. This Paper Reports (1) The Synthesis And Comparison

合成参考文献


摘要:Schleicher, K. D.; Jamison, T. F., Science of Synthesis: Stereoselective Synthesis, (2011) 1, 561.
摘要:Riva, R.; Banfi, L.; Basso, A., Science of Synthesis: Multicomponent Reactions, (2013) 1, 352.
摘要:Meuleman, T. J.; Liskamp, R. M. J., Science of Synthesis, (2021) , 47.
摘要:Miyagishi, H. V.; Nagaki, A., Science of Synthesis: Knowledge Updates, (2024) 1, 232.
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