CAS: 80565-30-6; 4'-Chloro-[1,1'-Biphenyl]-4-Carbaldehyde

该化合物是一种多用途芳香甲醚,其特点是,在苯甲醛核心的副位置上存在一种氯苯替代物,该化合物广泛用作有机合成的中间体,特别是在制药,农用化学品和特殊化学品的制作过程中.其独特的结构使得在交叉反应,凝聚过程和异环化合物合成中能够有选择地反应.该替代物增强了其在进一步功能化中的用途,为衍生提供了机会.高纯度可以满足严格的研究和工业要求.其稳定性和明确界定的化学特性使它成为先进的合成应用的可靠建筑.

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物理性质

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ECHA物质C&L通报

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4-氯联苯 4'-Biphenyl Chloride 2051-62-9

合成工艺路线路线简述

  • 15164-44-0 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Palladium Diacetate,Poly[oxy[(Chloromethyl)-1,2-Ethanediyl]] (Reaction Products With Methylimidazole And Bis(Trifluoromethylsulfonyl...) Solvents: Water; 1.5 H,60 °C
    标题:From A Single Helix To A Helical Porous Metalloenzyme Catalyst Based On Temperature Sensitive Polyionic Liquids
    作者:Li,Xinjuan; Et Al
    参考文献:Polymer Chemistry 日期:2022 卷标:13(33) 页码:4789-4797]

    104-88-1 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Palladium Chloride,N′-[2,6-Bis(1-Methylethyl)Phenyl]-N-(6-Methyl-2-Pyridinyl)Benzenecarboximidamide Solvents: Dimethylformamide,Water; 8 H,110 °C
    标题:Efficient Pyridylbenzamidine Ligands For Palladium-Catalyzed Suzuki-Miyaura Reaction
    作者:Huang,Ying-Tang; Et Al
    参考文献:Applied Organometallic Chemistry 日期:2012 卷标:26(12) 页码:701-706]

    1122-91-4 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Tripotassium Phosphate Solvents: Ethanol,Water; 1 H,Rt
    标题:Palladium-Anchored N-Heterocyclic Carbenes In A Porous Organic Polymer: A Heterogeneous Composite Catalyst For Eco-Friendly C-C Coupling
    作者:Let,Sumanta; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2022 卷标:87(24) 页码:16655-16664]

    1122-91-4 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Potassium Carbonate,Oxygen Catalysts: Polyethylene Glycol,1820646-53-4 Solvents: Water; 4 H,70 °C
    标题:A Self-Assembled Bisoxazoline/pd Composite Microsphere As An Excellent Catalyst For Suzuki-Miyaura Coupling Reactions
    作者:Wang,Junke; Et Al
    参考文献:Green Chemistry 日期:2016 卷标:18(4) 页码:967-973]

    106-39-8 + 87199-17-5 = 80565-30-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Copper,Iodine Solvents: Polyethylene Glycol; 36 H,140 °C; 140 °C -> Rt
    标题:Highly Efficient Copper(0)-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions In Reusable Peg-400
    作者:Mao,Jincheng; Et Al
    参考文献:Tetrahedron 日期:2008 卷标:64(18) 页码:3905-3911]

    106-39-8 + 87199-17-5 = 80565-30-6
    反应条件:1.1 Reagents: Tripotassium Phosphate Catalysts: Palladium Diacetate Solvents: Dimethylformamide,Water; Overnight,Rt
    标题:Synthesis And Antimicrobial Activity Evaluation Of Aminoguanidine Derivatives Containing A Biphenyl Moiety
    作者:Yu,Haihong; Et Al
    参考文献:Youji Huaxue 日期:2019 卷标:39(5) 页码:1497-1502]

    17151-48-3 + 1122-91-4 = 80565-30-6
    反应条件:1.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Toluene
    标题:The Stille Reaction
    作者:Farina,Vittorio; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1997 卷标:50]

    106-39-8 + 1122-91-4 = 80565-30-6
    反应条件:1.1 Reagents: Potassium Acetate,Bis(Pinacolato)Diborane Catalysts: Triphenylphosphine,[1,1′-Bis(Diphenylphosphino)Ferrocene]Dichloropalladium Solvents: Toluene; Rt; Overnight,Reflux1.2 Reagents: Sodium Carbonate Catalysts: Tetrakis(Triphenylphosphine)Palladium,Tetrabutylammonium Hydrogen Sulfate Solvents: Water; Overnight,Reflux
    标题:One-Pot Preparation Of Unsymmetrical Biaryls Via Suzuki Cross-Coupling Reaction Of Aryl Halide Using Phase-Transfer Catalyst In A Biphasic Solvent System
    作者:Miura,Masanori; Et Al
    参考文献:Synthetic Communications 日期:2007 卷标:37(5) 页码:667-674]

    106-39-8 + 1122-91-4 = 80565-30-6
    反应条件:1.1 Reagents: Potassium Acetate,Bis(Pinacolato)Diborane Catalysts: [1,1′-Bis(Diphenylphosphino)Ferrocene]Dichloropalladium Solvents: Dimethylformamide1.2 Reagents: Sodium Carbonate Catalysts: [1,1′-Bis(Diphenylphosphino)Ferrocene]Dichloropalladium
    标题:One Pot Biaryl Synthesis Via In Situ Boronate Formation
    作者:Giroux,Andre; Et Al
    参考文献:Tetrahedron Letters 日期:1997 卷标:38(22) 页码:3841-3844]

    = 80565-30-6
    反应条件:1.1 Reagents: Iodosylbenzene Solvents: Methanol; 5 Min,25 °C1.2 Reagents: Sodium Methoxide Solvents: Methanol; 25 °C1.3 Reagents: Boron Trifluoride Etherate Solvents: Dichloromethane; 25 °C
    标题:Destruction And Construction: Application Of Dearomatization Strategy In Aromatic Carbon-Nitrogen Bond Functionalization
    作者:Wang,Shuo-En; Et Al
    参考文献:Angewandte Chemie 日期:2015 卷标:54(46) 页码:13655-13658]

    1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Sodium Carbonate Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Acetonitrile,Water; 3 H,80 °C
    标题:Discovery Of Selective Protein Arginine Methyltransferase 5 Inhibitors And Biological Evaluations
    作者:Ji,Sen; Et Al
    参考文献:Chemical Biology & Drug Design 日期:2017 卷标:89(4) 页码:585-598]

    106-39-8 + 813-19-4 = 80565-30-6
    反应条件:1.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Toluene2.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Toluene
    标题:The Stille Reaction
    作者:Farina,Vittorio; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1997 卷标:50]

    586-75-4 = 80565-30-6
    反应条件:1.1 Reagents: Tributylstannane Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Benzene2.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Toluene
    标题:The Stille Reaction
    作者:Farina,Vittorio; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1997 卷标:50]

    15164-44-0 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Catalysts: Potassium Carbonate,Palladium (Aminoterephthalate Chromium Mof Supported),Tris[μ-[2-Amino-1,4-Benzenedicarboxylato(2-)-Ko1:Ko′1]]Diaquahydroxy-μ3-Oxotrich... Solvents: Ethanol; 1 H,0.1 Mpa,70 °C
    标题:Palladium Nanoparticles Encapsulated In Mil-101-Nh2 Catalyzed One-Pot Reaction Of Suzuki-Knoevenagel Reaction
    作者:Li,Jia-Xin; Et Al
    参考文献:Inorganic Chemistry Communications 日期:2019 卷标:103 页码:82-86]

    15164-44-0 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Tripotassium Phosphate Catalysts: 2241142-82-3 Solvents: Polyethylene Glycol; 24 H,140 °C
    标题:A New Diphosphine-Carbonyl Complex Of Ruthenium: An Efficient Precursor For C-C And C-N Bond Coupling Catalysis
    作者:Mukherjee,Aparajita; Et Al
    参考文献:Dalton Transactions 日期:2018 卷标:47(30) 页码:10264-10272]

    104-88-1 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Sodium Carbonate Catalysts: 2460801-03-8 Solvents: Water; 5 H,30 °C
    标题:(N-Heterocyclic Carbene) Ion-Pair Palladium Complexes: Suzuki-Miyaura Cross-Coupling Studies In Neat Water Under Mild Conditions
    作者:Chen,Ming-Tsz; Et Al
    参考文献:Applied Organometallic Chemistry 日期:2020 卷标:34(12)]

    1122-91-4 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: 2953069-79-7 Solvents: Dimethylformamide,Water; 48 H,Rt
    标题:Pd-Peppsi Type Complexes Bearing Unsymmetrical Nhc Ligand With Phenyl-Substituted Backbone: Highly Efficient Catalysts For Heck-Mizoroki And Suzuki-Miyaura Cross-Coupling Reactions
    作者:Korukcu,Meliha Cetin; Et Al
    参考文献:Applied Organometallic Chemistry 日期:2023 卷标:37(5)]

    106-39-8 + 87199-17-5 = 80565-30-6
    反应条件:1.1 Reagents: Sodium Dodecyl Sulfate,Tripotassium Phosphate,Oxygen Catalysts: Disodium Tetrachloropalladate Solvents: Water; 5 Min,100 °C
    标题:Aerobic Ligand-Free Suzuki Coupling Catalyzed By In Situ-Generated Palladium Nanoparticles In Water
    作者:Saha,Debasree; Et Al
    参考文献:Tetrahedron Letters 日期:2009 卷标:50(9) 页码:1003-1006]

    87199-17-5 + 29540-84-9 = 80565-30-6
    反应条件:1.1 Reagents: Water,Potassium Fluoride Catalysts: [1,3-Bis(2,4,6-Trimethylphenyl)-2-Imidazolidinylidene]Chloro[(1,2,3-η)-1-(1,1-Di... Solvents: Tetrahydrofuran; 12 H,25 °C
    标题:N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki-Miyaura Cross Coupling
    作者:Reeves,Emily K.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(18) 页码:11799-11812]

    22494-48-0 = 80565-30-6
    反应条件:1.1 Reagents: Cesium Carbonate,Oxygen Catalysts: Ceria,Palladium Solvents: Mesitylene; 30 H,150 °C
    标题:Controlling Multiple Active Sites On Pd-Ceo2 For Sequential C-C Cross-Coupling And Alcohol Oxidation In One Reaction System
    作者:Ko,Wonjae; Et Al
    参考文献:Chemcatchem 日期:2022 卷标:14(4)]

    4885-02-3 = 80565-30-6
    反应条件:1.1 Reagents: Titanium Tetrachloride Solvents: Dichloromethane
    标题:Synthesis Of Water Soluble 8-Substituted 5-Deazaflavins
    作者:Link,P. A. J.; Et Al
    参考文献:Journal Of Heterocyclic Chemistry 日期:1985 卷标:22(3) 页码:873-8]

    358-23-6 = 80565-30-6
    反应条件:1.1 Reagents: Pyridine Solvents: Dichloromethane; 15 Min,0 °C; 0 °C -> Rt; 16 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Rt2.1 Reagents: Water,Potassium Fluoride Catalysts: [1,3-Bis(2,4,6-Trimethylphenyl)-2-Imidazolidinylidene]Chloro[(1,2,3-η)-1-(1,1-Di... Solvents: Tetrahydrofuran; 12 H,25 °C
    标题:N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki-Miyaura Cross Coupling
    作者:Reeves,Emily K.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(18) 页码:11799-11812]

    18282-51-4 + 1679-18-1 = 80565-30-6
    反应条件:1.1 Reagents: Cesium Carbonate Catalysts: Ceria,Palladium Solvents: Methanol; 15 H,60 °C2.1 Reagents: Cesium Carbonate,Oxygen Catalysts: Ceria,Palladium Solvents: Mesitylene; 30 H,150 °C
    标题:Controlling Multiple Active Sites On Pd-Ceo2 For Sequential C-C Cross-Coupling And Alcohol Oxidation In One Reaction System
    作者:Ko,Wonjae; Et Al
    参考文献:Chemcatchem 日期:2022 卷标:14(4)]

    813-19-4 + 637-87-6 = 80565-30-6
    反应条件:1.1 Reagents: Nickel Bromide Solvents: Hexamethylphosphoramide2.1 Catalysts: Tetrakis(Triphenylphosphine)Palladium Solvents: Toluene
    标题:The Stille Reaction
    作者:Farina,Vittorio; Et Al
    参考文献:Organic Reactions (Hoboken 日期:1997 卷标:50]

    29304-86-7 = 80565-30-6 + 153850-83-0
    反应条件:1.1 Reagents: Oxygen Catalysts: Cuprous Chloride,Sodium Tetrakis[3,5-Bis(Trifluoromethyl)Phenyl]Borate,[[1,1′-Biphenyl]-2-Ylbis(1,1-Dimethylethyl)Phosphine]Chlorogold Solvents: Dichloromethane; 5 Min,Rt1.2 Catalysts: Nitrosobenzene Solvents: Dichloromethane; 48 H,Rt
    标题:Gold Catalysts Can Generate Nitrone Intermediates From A Nitrosoarene/alkene Mixture,Enabling Two Distinct Catalytic Reactions: A Nitroso-Activated Cycloheptatriene/benzylidene Rearrangement
    作者:More,Sayaji Arjun; Et Al
    参考文献:Organic Letters 日期:2021 卷标:23(14) 页码:5506-5511
📜4-溴氯苯置于双(乙腈)氯化钯(II) Sodium Hydroxide,Magnesium体系中,用 1,4-二氧六环,乙醚 作为反应溶剂,化学反应 4.0H,反应生成 4'-氯联苯-4-甲醛
参考文献:Palladium-Catalyzed Cross-Coupling Reaction Of Aryltriethoxysilanes With Aryl Bromides Under Basic Aqueous Conditions
标题:Palladium-Catalyzed Cross-Coupling Reaction Of Aryltriethoxysilanes With Aryl Bromides Under Basic Aqueous Conditions
摘要:芳基三乙氧基硅烷在镍催化剂和水合氢氧化钠的存在下与芳基溴化物高产率交叉耦合.
DOI:10.1055/s-2001-18435

海关参考信息

专利信息


专利号:WO-2024258613-A9
优先权日:2023-06-16
标题:Tetrachlorovancomycin and derivatives
发明人：BOGER DALE
权利人:SCRIPPS RESEARCH INST
摘要:A total synthesis of a new class of vancomycin analogues of reduced synthetic complexity was developed. The synthesis, achieved by the addition of two aryl chloride substituents to provide tetrachlorovancomcyin aglycon (Compound II), tetrachlorovancomcyin (Compound I ), and their derivatives, permitted a streamlined total synthesis of the new class of glycopeptide antibiotics by removing atropisomer stereochemical control and enabled the simultaneous and further activated SNAr macrocyclizations that establish the tricyclic skeleton of Compound I. In addition to the antimicrobial evaluation of tetrachlorovancomycin (Compound I), the preparation of key binding pocket and peripherally-modi fied derivatives, which overcome vancomycin resistance and introduce independent and synergistic mechanisms of action, revealed their exceptional antimicrobial potency and provide the foundation for use of this new class of synthetic glycopeptide analogues. Also disclosed are a pharmaceutical composition containing bactericidal amount of tetrachlorovancomycin, a derivative thereof or a salt of either dissolved or dispersed in a pharmaceutically acceptable diluent.

专利号:US-7479575-B2
优先权日:2003-10-13
标 题:Method for preparing para-phenyl alkynyl benzaldehydes
发明人：SWINNEN DOMINIQUE; POHIN DANIG
权利人:SERONO LAB
摘要:The present invention is related to a new synthesis for preparing para-phenyl alkynyl benzaldehyde of general formula (I). The compounds of formula (I) are useful building blocks, in particular in the synthesis of electrically conducting polymers. R is selected from the group consisting of C 1 -C 12 -alkyl, C 1 -C 12 -alkyl aryl, C 1 -C 12 -alkyl heteroaryl, C 2 -C 12 -alkenyl, C 2 C 12 -alkenyl aryl, C 2 -C 12 -alkenyl heteroaryl, C 2 -C 12 -alkynyl, C 2 -C 12 -alkynyl aryl, C 2 -C 12 -alkynyl heteroaryl, C 3 -C 8 -cycloalkylC 1 -C 12 -alkyl-C 3 -C 8 -cycloalkyl, C 1 -C 12 -alkoxy, aryl, heteroaryl, halides.

专利号:US-2009131304-A1
优先权日:2005-02-28
标题 :Semi-Synthetic Desmethyl-Vancomycin-Based Glycopeptides With Antibiotic Activity
发明人：CHU DANIEL; LEI YAOHUI; BAI YU; NI ZHI-JIE; WANG JOHN JIAN-XIN
权利人:NOVARTIS VACCINES & DIAGNOSTIC
摘要:Semi-synthetic glycopeptides that have antibacterial activity are based on modifications of the desmethyl-vancomycin scaffold, in particular, acylation of the amino substituent on the amino-substituted sugar moiety on this scaffold with certain acyl groups; and/or conversion of the acid moiety on the macrocyclic ring of this scaffolds to certain substituted amides. In addition, compounds of the invention include desmethyl-vancomycin scaffolds on which the acid moiety on the macrocyclic ring is converted to certain substituted amides and the amino substituent on the amino-substituted sugar moiety is alkylated with certain alkyl groups. Also provided are methods for synthesis of the compounds, pharmaceutical compositions containing the compounds, and methods of use of the compounds for the treatment and/or prophylaxis of diseases, especially bacterial infections.

专利号:WO-2017099693-A1
优先权日:2015-12-08
标题 :Syntheses of metal heterocyclic carbene enolates as coupling reactions catalysts
发明人：COSKUN NEJDET; CETIN KORUKCU MELIHA
权利人:COSKUN NEJDET; CETIN KORUKCU MELIHA
摘要:The invention relates to the synthesis methods of N-heterocyclic carbene NHCE metal complexes and their catalytic activities in carbon-carbon coupling reactions.

专利号:US-10577395-B2
优先权日:2014-07-10
标 题 :N-(hydrophobe-substituted) vancosaminyl [Ψ-[C(=NH) NH] Tpg4] vancomycin and [Ψ-[CH2NH]Tpg4] vancomycin
发明人：BOGER DALE L
权利人:SCRIPPS RESEARCH INST
摘要:The total synthesis and evaluation of key analogs of vancomycin containing single atom changes in the binding pocket are disclosed as well as their peripherally modified, N-(hydrophobe-substituted) derivatives exemplified by a N-4-(4′-chlorobiphenyl)-methyl derivative and their pharmaceutically acceptable salts are disclosed. Their evaluation indicates the combined pocket and peripherally modified analogs exhibit a remarkable spectrum of antimicrobial activity and truly impressive potencies against both vancomycin-sensitive and -resistant bacteria, and likely benefit from two independent and synergistic mechanisms of action. A pharmaceutical composition containing a contemplated compound or its pharmaceutically acceptable salt is disclosed, as is a method of treating a bacterial infection in a mammal by administering an antibacterial amount of a contemplated compound or its salt as above to an infected mammal in need of treatment.

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合成参考文献


摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2016).
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