CAS: 934-00-9; 3-Methoxybenzene-1,2-Diol

该化合物是一种酚类化合物,其特点是分子式C7H8O3,其特点是用三处的甲酸乙酯核心替换为甲氧基组,这种结构具有独特的再活性,使它成为有机合成中有价值的中间体,特别是生产药品,农用化学品和特殊化学品.其双重的氢氧基组可以有选择地发挥作用,而甲基氧组则能够增强稳定性和调制电子特性.该化合物通常通过对乙酸乙醇衍生物进行有控制的甲基合成,确保高纯度和一致性. 3-甲基丙氧基甲酸酯由于其在酶路径中作为代谢物或前体的潜在作用,也具有生物化学研究的兴趣. 适当处理是因为它对氧化的敏感度.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号148-53-8 邻香草醛 | CAS号90-05-1 愈创木酚 | CAS号77-78-1 硫酸二甲酯 | CAS号87-66-1 1,2,3-苯三酚 | CAS号634-36-6 1,2,3-三甲氧基苯 | CAS号60855-15-4 3-methoxy-1,2-b... | CAS号91-10-1 2,6-二甲氧基酚/紫丁香醇 | CAS号76921-14-7 7-methyl-3,4-di... | CAS号150-19-6 3-甲氧基苯酚 | CAS号4055-69-0 2,3-二羟基-4-甲氧基苯甲醛 | CAS号5150-42-5 2,3-二甲氧基苯酚 | CAS号1817-95-4 4-Methoxy-1,3-b... | CAS号23731-55-7 7-methoxy-1,3-b... | CAS号634-36-6 1,2,3-三甲氧基苯 | CAS号528-71-2 1-羟基吩嗪 | CAS号1710-55-0 2,3-dihydro-5-m... | CAS号19492-03-6 8-羟基-7-甲氧基香豆素 | CAS号2876-17-7 1-甲氧基吩嗪 | CAS号708-53-2 2',3'-二羟基-4'-甲氧基苯乙酮

合成工艺路线路线简述

  • 148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Sodium Hydroxide,Hydrogen Peroxide Solvents: Water
    标题:Synthesis Of 1-(8-Methoxy-2,3-Dihydro-1,4-Benzodioxan-5-Yl)Ethanone
    作者:Si,Liang; Zhang,Chun; Dai,Li-Yan; Chen,Ying-Qi; Wang,Xiao-Zhong
    参考文献:Hecheng Huaxue 日期:2006 卷标:14(4) 页码:416-417]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Sodium Percarbonate Solvents: Tetrahydrofuran,Water
    标题:Sodium Percarbonate: A Convenient Reagent For The Dakin Reaction
    作者:Kabalka,G. W.; Reddy,N. K.; Narayana,C.
    参考文献:Tetrahedron Letters 日期:1992 卷标:33(7) 页码:865-6]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Potassium Bisulfate,Hydrogen Peroxide Solvents: Methanol; 48 H,Rt1.2 Solvents: Water
    标题:Multidimensional Optimization Of Promising Antitumor Xanthone Derivatives
    作者:Azevedo,Carlos M. G.; Afonso,Carlos M. M.; Sousa,Diana; Lima,Raquel T.; Helena Vasconcelos,M.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2013 卷标:21(11) 页码:2941-2959]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Choline,Hydroxide,Hydrogen Peroxide; 30 Min,Rt
    标题:Dual Functionality Of Choline Hydroxide For The Dakin Reaction
    作者:Joo,Seong-Ryu; Kim,Seung-Hoi
    参考文献:Letters In Organic Chemistry 日期:2022 卷标:19(5) 页码:341-346]

    87-66-1 = 934-00-9
    反应条件:1.1 Reagents: Potassium Carbonate,Sodium Tetraborate; Rt
    标题:Total Synthesis Of Six Natural Products Of Benzodioxane Neolignans
    作者:Jing,Xiao-Bi; Wang,Li; Han,Ying; Shi,Yao-Cheng; Liu,Yong-Hong; Et Al
    参考文献:Journal Of The Chinese Chemical Society (Taipei 日期:2004 卷标:51 页码:1001-1004]

    87-66-1 = 934-00-9
    反应条件:1.1 Reagents: Borax (B4Na2O7.10H2O) Solvents: Ethanol,Water1.2 Reagents: Potassium Carbonate
    标题:Total Synthesis Of (+/-)-Eusiderin K And (+/-)-Eusiderin J
    作者:Jing,Xiaobi; Gu,Wenxin; Bie,Pingyan; Ren,Xinfeng; Pan,Xinfu
    参考文献:Synthetic Communications 日期:2001 卷标:31(6) 页码:861-867]

    87-66-1 = 934-00-9
    反应条件:1.1 Reagents: Borax (B4Na2O7.10H2O) Solvents: Ethanol,Water1.2 Reagents: Potassium Carbonate
    标题:Total Synthesis Of (+/-)-Eusiderin G And (+/-)-Eusiderin M
    作者:Jing,Xiaobi; Gu,Wenxin; Ren,Xinfeng; Bie,Pingyan; Pan,Xinfu
    参考文献:Journal Of The Chinese Chemical Society (Taipei 日期:2001 卷标:48(1) 页码:59-63]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Hydrogen Peroxide Solvents: Water
    标题:Pyrogallol 1-Methyl Ether
    作者:Surrey,Alexander R.
    参考文献:Organic Syntheses 日期:1946 卷标:26 页码:90-2]

    9005-53-2 = 934-00-9 + 876-02-8 + 6443-69-2 + 90-05-1 + 5703-24-2 + 104-87-0 + 2628-17-3 + 121-33-5 + 2785-89-9 + 2478-38-8 + 123-07-9 + 14059-92-8
    反应条件:1.1 Catalysts: 12-Tungstophosphoric Acid Solvents: Ethanol,Water; 8 H,300 °C
    标题:From Lignin-Derived Bio-Oil To Lignin-G-Polyacrylonitrile Nanofiber: High Lignin Substitution Ratio And Maintaining Good Nanofiber Morphology
    作者:Du,Boyu; Et Al
    参考文献:Polymer Testing 日期:2020 卷标:81]

    91-10-1 = 934-00-9
    反应条件:1.1 Reagents: Sodium Hydroxide,Hydrogen Peroxide Solvents: Water; Rt -> 40 °C; 10 Min,40 °C
    标题:Method For Synthesis Of Electron Carrier 1-Methoxy-5-Methyl Phenazine Sulfuric Acid Methyl Salt
    参考文献:China]

    634-36-6 = 934-00-9
    反应条件:1.1 Solvents: Dimethylformamide
    标题:Demethylation Of Aryl Methyl Ethers With Thioethoxide Ion In Dimethyl Formamide
    作者:Feutrill,G. I.; Mirrington,R. N.
    参考文献:Tetrahedron Letters 日期:1970 卷标:(16) 页码:1327-8]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Sodium Percarbonate Solvents: Tetrahydrofuran,Water; Cooled; 3 H,Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 3,Rt
    标题:Lignin Inspired Phenolic Polyethers Synthesized Via Admet: Systematic Structure-Property Investigation
    作者:Vlaminck,Laetitia; Lingier,Sophie; Hufendiek,Andrea; Du Prez,Filip E.
    参考文献:European Polymer Journal 日期:2017 卷标:95 页码:503-513]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Sodium Bicarbonate,Hydrogen Peroxide Catalysts: 7,8-Dichloro-5-Ethyl-4A,5-Dihydro-4A-Hydroperoxy-1,3-Dimethylbenzo[g]Pteridine-2... Solvents: Methanol,Water; 3 Min,Rt
    标题:Organocatalytic Dakin Oxidation By Nucleophilic Flavin Catalysts
    作者:Chen,Shuai; Hossain,Mohammad S.; Foss,Frank W.
    参考文献:Organic Letters 日期:2012 卷标:14(11) 页码:2806-2809]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Hydrogen Peroxide Solvents: Water; 50 Min,Rt
    标题:H2O2 In Web: A Highly Efficient Catalyst System For The Dakin Reaction
    作者:Saikia,Bishwajit; Borah,Parinita; Barua,Nabin Chandra
    参考文献:Green Chemistry 日期:2015 卷标:17(9) 页码:4533-4536]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Sodium Hydroxide,Hydrogen Peroxide Solvents: Water
    标题:Synthesis Of Cotarnine Iodide
    作者:Fleischhacker,Wilhelm; Richter,Bernd; Urban,Ernst
    参考文献:Monatshefte Fuer Chemie 日期:1989 卷标:120(8-9) 页码:765-9]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Hydrogen Peroxide Solvents: Water; 2.5 H,Rt
    标题:A New Avenue To The Dakin Reaction In H2O2-Wersa
    作者:Saikia,Bishwajit; Borah,Parinita
    参考文献:Rsc Advances 日期:2015 卷标:5(128) 页码:105583-105586]

    87-66-1 = 934-00-9
    反应条件:1.1 Reagents: Sodium Tetraborate Solvents: Ethanol1.2 Reagents: Potassium Carbonate
    标题:Total Synthesis Of Two Neolignans - (+/-)-Eusiderin E And (+/-)-Eusiderin F
    作者:Jing,Xiao-Bi; Gu,Wen-Xin; Bie,Ping-Yan; Ren,Xin-Feng; Pan,Xin-Fu
    参考文献:Gaodeng Xuexiao Huaxue Xuebao 日期:2001 卷标:22(1) 页码:63-66]

    76921-14-7 = 934-00-9
    反应条件:1.1 Reagents: Aluminum Chloride Solvents: Benzene; 1 H,Rt -> Reflux1.2 Reagents: Ammonium Chloride Solvents: Water
    标题:An Efficient Strategy For Protecting Dihydroxyl Groups Of Catechols
    作者:Huang,Wei-Bin; Guo,Ying; Jiang,Jian-An; Pan,Xian-Dao; Liao,Dao-Hua; Et Al
    参考文献:Synlett 日期:2013 卷标:24(6) 页码:741-746]

    148-53-8 = 934-00-9
    反应条件:1.1 Reagents: Sodium Hydroxide,Hydrogen Peroxide Solvents: Water; 1 H,40 - 50 °C
    标题:The Baeyer-Villiger Oxidation Of Ketones And Aldehydes
    作者:Krow,Grant R.
    参考文献:Organic Reactions (Hoboken 日期:1993 卷标:43]

    90-05-1 = 934-00-9
    反应条件:1.1 Reagents: L-Ascorbic Acid,Eupergit C 250L Catalysts: Monophenol Monooxygenase Solvents: Water; 24 H,Ph 7,Rt
    标题:Layer-By-Layer Coated Tyrosinase: An Efficient And Selective Synthesis Of Catechols
    作者:Guazzaroni,Melissa; Crestini,Claudia; Saladino,Raffaele
    参考文献:Bioorganic & Medicinal Chemistry 日期:2012 卷标:20(1) 页码:157-166]

    = 934-00-9
    反应条件:1.1 Reagents: Boron Tribromide Solvents: Dichloromethane; -78 °C; Overnight,> -78 °C1.2 Reagents: Water
    标题:N-Protected 1,2-Oxazetidines As A Source Of Electrophilic Oxygen: Straightforward Access To Benzomorpholines And Related Heterocycles By Using A Reactive Tether
    作者:Javorskis,Tomas; Sriubaite,Simona; Bagdziunas,Gintautas; Orentas,Edvinas
    参考文献:Chemistry - A European Journal 日期:2015 卷标:21(25) 页码:9157-9164
📜木榴油置于agaricus Bisporus Tyrosinase,氧气,维生素 C体系中,用 水 作为反应溶剂,化学反应 24.0H,以84%的收率获得产物3-甲氧基儿茶酚
参考文献:Layer-By-Layer Coated Tyrosinase: An Efficient And Selective Synthesis Of Catechols
标题:Layer-By-Layer Coated Tyrosinase: An Efficient And Selective Synthesis Of Catechols
摘要:Agaricus Bisporous Tyrosinase Was Immobilized On Commercial Available Epoxy-Resin Eupergit (R) C250L And Then Coated By The Layer-By-Layer Method (Lbl). The Two Novel Heterogeneous Biocatalysts Were Characterized For Their Morphology,Ph And Storage Stability,Kinetic Properties (K-M,V-Max,V-Max/k-M) And Reusability. These Biocatalysts Were Used For The Efficient And Selective Synthesis Of Bioactive Catechols Under Mild And Environmental Friendly Experimental Conditions. Ascorbic Acid Was Added In The Reaction Medium To Inhibit The Formation Of Ortho-Quinones,Thus Avoiding The Known Enzyme Suicide Inactivation Process. Catechols Were Obtained Mostly In Quantitative Yields And Conversion Of Substrate. Tyrosinase Immobilized On Eupergit (R) C250L And Coated By The Lbl Method Showed Better Catalytic Activities,Higher Ph And Storage Stability,And Reusability With Respect To Immobilized Uncoated Tyrosinase. Since Chemical Procedures To Synthesize Catechols Are Often Expensive And With High Environmental Impact,The Use Of Immobilized Tyrosinase Represents An Efficient Alternative For The Preparation Of This Family Of Bioactive Compounds. (C) 2011 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Bmc.2011.11.018

海关参考信息

专利信息


专利号:WO-2024189634-A1
优先权日:2023-03-13
标 题 :Highly atom economical process for synthesis of novel co-initiator for photo-induced radical polymerisation
发明人：KAPAT DR AJOY; AHMAD ASRAR; MITTAL GARVISHA
权利人:SHIV NADAR INSTITUTION OF EMINENCE DEEMED TO BE UNIV
摘要:The present invention relates to a base catalyzed sequential conjugate addition reaction for the synthesis of a novel and efficient co-initiator for Photo Induced Radical Polymerization. The process comprises synthesis of new co-initiator having 6,5 and 6,6-bicyclic scaffolds as central core. The process comprises reacting thiocarboxylic acid, catechol, thiocatechol, benzodithiol, benzothiocatechol and binol with ketone substrates at room temperature with a base and a solvent to yield the novel co-initiator compound of Formula 3, Formula 5, Formula C and Formula Z.

专利号:US-7691316-B2
优先权日:2004-02-12
标 题:Devices and methods for the synthesis of nucleic acids
发明人：NGO NAM; JAQUINOD LAURENT; WANG HONG
权利人:CHEMISTRY & TECHNOLOGY FOR GEN
摘要:Cylindrical devices (frits) are prepared by embedding aminoalkyl- or mercaptoalkyl-modified Controlled Pore Glass (CPG) in high-density polyethylene. Methods and devices pertaining to their use in the synthesis of nucleic acids are described. A reusable synthesis column or a reusable 96-chamber synthesis plate have been designed to hold one to 96 of the said frits that are inserted reproducibly into the synthesis chambers with a frit insertor. A short gas surpressure is required to drive entry of chemical reagents into the said frit. Reagents are retained into the frit until a second, longer surpressure is applied to drain the said reagents.

专利号:US-10017391-B2
优先权日:2015-04-23
标题:Direct polymer templating synthesis of mesoporous carbon
发明人：DAI SHENG; NELSON KIMBERLY M
权利人:UT BATTELLE LLC; UNIV TENNESSEE RES FOUND
摘要:The invention is directed to a method for fabricating a mesoporous carbon composite material. The method comprises providing a precursor composition and subjecting the precursor material to a curing step followed by carbonization step. The precursor composition comprises (i) a templating component comprised of a linear homopolymer material, (ii) a phenolic compound or material, (iii) a crosslinkable aldehyde component, and (iv) an acid catalyst.

专利号:US-2005182241-A1
优先权日:2004-02-12
标 题 :Universal support for nucleic acid synthesis
发明人：NGO NAM; JAQUINOD LAURENT; WANG HONG
权利人:CTGEN INC
摘要:Polysubstituted catechol-based universal solid supports suitable for synthesizing oligonucleotides have been prepared. Following synthesis, cleavage of the oligonucleotide from the solid support and catechol-assisted elimination of the 3′-phosphate group is accomplished by treatment with standard basic media such as ammonium hydroxyde or 1 methylamine.

专利号:CN-113462626-B
优先权日:2021-06-24
标题:Optimization of expression of multi-subunit enzymes for the synthesis of high value-added compounds from lignin monomers

专利号:US-2008084008-A1
优先权日:2004-02-12
标题:Devices and methods for the synthesis of nucleic acids

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主要参考文献

[参考文献]: Fabiola Medina, Et Al. Prediction Model Based On Decision Tree Analysis For Laccase Mediators. Enzyme Microb Technol. 2013 Jan 10;52(1):68-76.
[参考文献]: Huayun Deng, Et Al. The Three Catecholics Benserazide, Catechol And Pyrogallol Are Gpr35 Agonists. Pharmaceuticals (Basel). 2013 Apr 8;6(4):500-9.
[参考文献]: M Hirose, Et Al. Effects Of Sodium Nitrite And Catechol Or 3-Methoxycatechol In Combination On Rat Stomach Epithelium. Jpn J Cancer Res. 1990 Sep;81(9):857-61.
[参考文献]: M Hirose, Et Al. Effects Of Sodium Nitrite And Catechol, 3-Methoxycatechol, Or Butylated Hydroxyanisole In Combination In A Rat Multiorgan Carcinogenesis Model. Cancer Res. 1993 Jan 1;53(1):32-7.
[参考文献]: M Kawabe, Et Al. Effects Of Combined Treatment With Phenolic Compounds And Sodium Nitrite On Two-Stage Carcinogenesis And Cell Proliferation In The Rat Stomach. Jpn J Cancer Res. 1994 Jan;85(1):17-25.

合成参考文献


摘要:Dong, X.; Liu , H., Science of Synthesis Knowledge Updates, (2019) 3, .
摘要:Cheng, B.; Wang, T., Science of Synthesis Knowledge Updates, (2020) 3, 192.
摘要:Vilhelmsen, M. H., Science of Synthesis Knowledge Updates, (2014) 2, 373.
摘要:Herter, S.; Turner, N. J., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 82.
摘要:Herter, S.; Turner, N. J., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 100.
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