CAS: 4179-19-5; 3,5-Dimethoxytoluene

该化合物是有机化合物,其特点是芳香结构,其中包括在3和5个位置用两组甲氧基替代的甲苯骨柱,这种化合物一般看起来无色可粉黄黄色液体或固体,视其纯度和温度而定,因其在乙醇和乙醚等有机溶剂中的中等溶解性而闻名,而由于其缺水芳香性质,在水中溶解程度较低. 3,5-二甲基氧基苯经常用于有机合成,并作为生产各种化学化合物的中间体,包括制药和农用化学品.其化学特性包括能够进行典型的电光性芳香替代反应,使其成为合成有机化学的多用途建筑块.此外,它可能展示某些生物活动,但具体应用和效果可能因使用环境而不同而有所不同.应当参考安全数据,以便处理和接触任何化学物质.

结构式图片

欧盟法规

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上下游产品

CAS号7311-34-4 3.5-二甲氧基苯甲醛 | CAS号504-15-4 3,5-二羟基甲苯 | CAS号77-78-1 硫酸二甲酯 | CAS号73569-69-4 1,3-dimethoxy-5... | CAS号74-88-4 碘甲烷 | CAS号109283-25-2 (3,5-dimethoxyp... | CAS号4341-24-6 5-甲基-1,3-环己二酮 | CAS号6443-69-2 3,4,5-三甲氧基甲苯 | CAS号64286-79-9 3,5-dimethoxy-1... | CAS号3209-13-0 3-甲氧基-5-甲基苯酚 | CAS号319921-60-3 2, 4-二甲氧基-6-甲基苯甲腈 | CAS号480-64-8 苔色酸 | CAS号4341-24-6 5-甲基-1,3-环己二酮 | CAS号504-15-4 3,5-二羟基甲苯 | CAS号22976-41-6 3,3',5,5'-Tetra... | CAS号28495-21-8 1,5-dimethoxy-3... | CAS号27508-87-8 1,5-dimethoxy-3... | CAS号82517-12-2 5-甲基-7-甲氧基异黄酮 | CAS号6110-37-8 2,4-二甲氧基-6-甲基苯甲酸甲酯

合成工艺路线路线简述

  • 合成目标产物 3,5-Dimethoxytoluene 主要起始原料 Orcinol
  • (文献来源)合成步骤主要原料 Orcinol
3,4,5-三甲氧基甲苯置于氢化钾体系中,用 四氢呋喃 作为反应溶剂,化学反应 24.0H,以87%的收率获得产物3,5-二甲氧基甲苯
参考文献:A New Synthesis Of 1-N-Alkyl-3,5-Dimethoxybenzenes (Olivetol Dimethyl Ether And Homologs)
标题:A New Synthesis Of 1-N-Alkyl-3,5-Dimethoxybenzenes (Olivetol Dimethyl Ether And Homologs)
摘要:报告了一种高效的方法,用于合成1-N-烷基-3,5-二甲氧基苯,这是一种在合成大麻素中有用的中间体,来源于易得且廉价的3,4,5-三甲氧基苯甲酸.关键步骤是电子转移诱导的高区域选择性去甲氧基反应,针对1-N-烷基-3,4,5-三甲氧基苯.
DOI:10.1055/s-1989-27135

海关参考信息

专利信息


专利号:WO-0140193-A1
优先权日:1999-12-03
标题:Method for the synthesis of pyrazolines
发明人:BOLDI ARMEN M
权利人:CHEMRX ADVANCED TECHNOLOGIES I; BOLDI ARMEN M
摘要:The present invention provides a method for the synthesis of compounds of Formula (I). Also claimed are novel intermediates and their methods of synthesis.

专利号:US-2002103381-A1
优先权日:2000-11-30
标 题 :Method for the synthesis of pyrazolines
发明人:BOLDI ARMEN M
摘要:The present invention provides a method for the synthesis of compounds of Formula I: n n n Also claimed are novel intermediates and their methods of synthesis.

专利号:US-11999757-B2
优先权日:2017-11-01
标 题:Synthesis of boronate ester derivatives and uses thereof
发明人:BOYER SERGE HENRI; HECKER SCOTT J; VERZIJL GERARDUS K M; HERMSEN PETRUS J
权利人:MELINTA SUBSIDIARY CORP
摘要:Disclosed herein are methods for the preparation of boronate derivatives in the synthesis of antimicrobial compounds and uses thereof. Disclosed herein includes method of making a compound of Formula (B) by reducing the ketone group of the keto-ester compound of Formula (A), and the reduction can be performed using a Ruthenium based catalyst system or using an alcohol dehydrogenase bioreduction system.

专利号:US-2008125587-A1
优先权日:2006-05-25
标 题 :Synthesis of triazole compounds that modulate HSP90 activity
发明人:CHIMMANAMADA DINESH U; LEE CHI-WAN; JAMES DAVID; ZHANG SHIJIE; YING WEIWEN; CHAE JUNGHYUN; PRZEWLOKA TERESA
权利人:CHIMMANAMADA DINESH U; LEE CHI-WAN; JAMES DAVID; ZHANG SHIJIE; YING WEIWEN; CHAE JUNGHYUN; PRZEWLOKA TERESA
摘要:The present invention provides novel methods of preparing triazole compounds which inhibit the activity of Hsp90. One embodiment of the invention is directed to methods for preparing a triazole compound represented by the following Structural Formula: n n n n n n n n n n or a tautomer, a pharmaceutically acceptable salt, solvate, or clathrate, or a prodrug thereof, comprising the steps of: a) reacting an amide represented by the following Structural Formula: n n n n n n n n n n with a thionation reagent to form a thioamide; b) reacting the thioamide of step a) with hydrazine to form a hydrazonamide; c) reacting the hydrazonamide of step b) with a carbonylation or a thiocarbonylation reagent. n In one embodiment, the present invention is a method of synthesis of a compound of formula (IA) n n n n n n n n n n or a tautomer, a pharmaceutically acceptable salt, solvate, or clathrate, or a prodrug thereof, comprising reacting a compound of formula (IIA) n n n n n n n n n n with an oxidizing agent, thereby producing a compound of formula (IA). n The present invention is also directed to a method of preparing a compound or a tautomer thereof represented by the following Structural Formula: n n n n n n n n n n or a tautomer, a pharmaceutically acceptable salt, solvate, or clathrate, or a prodrug thereof. The method comprises the step of reacting a first starting compound represented by the following Structural Formula: n n n n n n n n n n in the presence of a mercuric salt, with a second starting compound represented by the following Structural Formula:

专利号:US-10669292-B2
优先权日:2014-05-05
标 题 :Synthesis of boronate salts and uses thereof
发明人:HECKER SCOTT; BOYER SERGE
权利人:REMPEX PHARMACEUTICALS INC
摘要:Disclosed herein are boronate intermediates in the synthesis of antimicrobial compounds and the use and preparation thereof. Some embodiments relate to crystalline boronate salt derivatives and their use in the synthesis of therapeutic compounds.

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.
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主要参考文献

[参考文献]: Gabriel Scalliet, Et Al. Biosynthesis Of The Major Scent Components 3,5-Dimethoxytoluene And 1,3,5-Trimethoxybenzene By Novel Rose O-Methyltransferases. Febs Lett. 2002 Jul 17;523(1-3):113-8.
[参考文献]: Gabriel Scalliet, Et Al. Role Of Petal-Specific Orcinol O-Methyltransferases In The Evolution Of Rose Scent. Plant Physiol. 2006 Jan;140(1):18-29.
[参考文献]: Gabriel Scalliet, Et Al. Scent Evolution In Chinese Roses. Proc Natl Acad Sci U S A. 2008 Apr 15;105(15):5927-32.
[参考文献]: Noa Lavid, Et Al. O-Methyltransferases Involved In The Biosynthesis Of Volatile Phenolic Derivatives In Rose Petals. Plant Physiol. 2002 Aug;129(4):1899-907.
[参考文献]: W K Anslow, Et Al. Studies In The Biochemistry Of Micro-Organisms: Synthesis Of Catenarin (1:4:5:7-Tetrahydroxy-2-Methylanthraquinone), A Metabolic Product Of Species Of Helminthosporium. Biochem J. 1941 Sep;35(8-9):1006-10.

合成参考文献


摘要:Hopkinson, M. N.; Gouverneur, V., Science of Synthesis Knowledge Updates, (2011) 2, 122.
摘要:Nolla-Saltiel, R.; Bedford, R. B., Science of Synthesis, (2022) , 3.
摘要:Mateos-Gil, J.; Fa, Science of Synthesis: Knowledge Updates, (2024) 1, 182.
参考文献:10.1016/j.fct.2019.110617
摘要:Api AM, Belsito D, Botelho D, Bruze M, Burton GA, Buschmann J, Dagli ML, Date M, Dekant W, Deodhar C, Francis M, Fryer AD, Jones L, Joshi K, La Cava S, Lapczynski A, Liebler DC, O'Brien D, Patel A, Penning TM, Ritacco G, Romine J, Sadekar N, Salvito D, Schultz TW, Sipes IG, Sullivan G, Thakkar Y, Tokura Y, Tsang S. RIFM fragrance ingredient safety assessment, 3,5-dimethoxytoluene, CAS Registry Number 4179-19-5. Food Chem Toxicol. 2019 Dec;134 Suppl 1():110617. doi: 10.1016/j.fct.2019.110617.
参考文献:10.1016/s0014-5793(02)02956-3
摘要:Scalliet G, Journot N, Jullien F, Baudino S, Magnard JL, Channelière S, Vergne P, Dumas C, Bendahmane M, Cock JM, Hugueney P. Biosynthesis of the major scent components 3,5-dimethoxytoluene and 1,3,5-trimethoxybenzene by novel rose O-methyltransferases. FEBS Lett. 2002 Jul 17;523(1-3):113–8. doi: 10.1016/s0014-5793(02)02956-3.
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