CAS: 2150-45-0; Methyl 2,6-Dihydroxybenzoate

该化合物是一种有机化合物,其特性是源自苯甲酸的酯性功能组,其特性为:含有两个氢氧基(-OH)组,位于苯环的2和6个位置,有助于其溶解性和再活性.该化合物一般是白色晶状固体,在乙醇和乙酮等有机溶剂中溶解,但由于其水分疏水芳香结构,在水中不那么溶解. 甲基2-6-二氢苯并富氧乙酸酯具有抗氧化剂特性,而且经常被研究其在制药和化妆品中的潜在用途.其分子结构允许氢结合,这可能影响其物理特性以及与其他物质的相互作用.此外,该化合物可作为各种化合物合成的前体,突出其在有机化学和工业应用中的重要性.应当参考安全数据,以便处理和使用任何化学物质.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

CAS号67-56-1 甲醇 | CAS号303-07-1 2,6-二羟基苯甲酸 | CAS号74-88-4 碘甲烷 | CAS号124479-80-7 2,6-diacetoxy-b... | CAS号25983-51-1 methyl 2,6-bis(... | CAS号186581-53-3 重氮甲烷 | CAS号1466-76-8 2,6-二甲氧基苯甲酸 | CAS号108-46-3 间苯二酚 | CAS号79205-25-7 4-methylpyolute... | CAS号529-61-3 1,7-二羟基呫吨酮 | CAS号22833-69-8 2-羟基-6-甲氧基苯甲酸甲酯 | CAS号25983-51-1 methyl 2,6-bis(... | CAS号74292-74-3 2-(苄氧基)-6-羟基苯甲酸甲酯 | CAS号3147-50-0 2,6-二羟基苯甲酰胺 | CAS号18979-61-8 4-正丁基间苯二酚 | CAS号73219-91-7 3,5-二氯-2,6-二甲氧基苯甲酸 | CAS号95-01-2 2,4-二羟基苯甲醛 | CAS号32541-62-1 3,5-dichloro-2,... | CAS号14686-65-8 1,5-二羟基呫吨酮

合成工艺路线路线简述

    2,6-二羟基苯甲酸置于nah,碘甲烷体系中,用 二氯甲烷,N,N-二甲基甲酰胺 用作溶剂,以66.1%的收率获得2,6-二羟基苯甲酸甲酯
    参考文献:Il-8 Receptor Antagonists
    标题:Il-8 Receptor Antagonists
    摘要:这项发明涉及到formula (1)的新化合物,药物组合物以及它们在治疗由趋化因子interleukins-8 (Il-8)介导的疾病状态中的应用.

    海关参考信息

    专利信息


    专利号:US-3836544-A
    优先权日:1972-04-25
    标 题:Synthesis of zearalanes ii and related compounds and intermediates useful in the syntheses thereof
    发明人:URRY W; MULLENBACH G
    权利人:COMMERCIAL SOLVENTS CORP
    摘要:THIS INVENTION PROVIDES A NEW SYNTHESIS FOR NORZEARALANE II AND RELATED COMPOUNDS WHICH RELATED COMPOUNDS AND NORZEARALANE II ARE REPRESENTED BY THE FORMULA 1,5-DI(HO-),2,3-(-CO-O-CH2-(CH2)X-)-BENZENE WHERE X IS AN INTEGER HAVING A VALUE FROM 1 TO 13 INCLUSIVE. THE ANABOLIC AGENT NORZEARALANE II, IN WHICH X=9 IN THEFOREGOING FORMULA, IS PREPARED BY A TOTAL CHEMICAL SYNTHESIS INVOLVING THE REACTION OF 10-UNDECENAL WITH MALONIC ACID TO PRODUCE TRANS-2,12-TRIDECADIENOIC ACID; TREATING THE ACID SO FORMED WITH DIAZOMSTHANE TO YIELD METHYL TRANS-2,12-TRIDECADIENOATE; REACTING THE METHYL ESTER WITH ETHYL ACETOACETATE AND SODIUM ETHOXIDE TO FORM THE SODIUM SALT OF ETHYL 6-(9-DECENYL)-B-DIHYDRORESORCYLATE; BROMINATING THE DIHYDRORESORCYLATE TO PREPARE ETHYL 3-BROMO- 6 - (9-DECENYL)-B-DIHYDRORESOCRYLATE; DE-HYDROBROMINATING THE FOREGOING BROMO DERIVATIVE TO GIVE ETHYL 6-(9-DECENYL)-B-RESORCYLATE; REACTING THE RESORCYLATE ESTER WITH BENZYL CHLORIDE TO PRODUCE ETHYL 6-(9-DECENYL)-BRESORCYLATE DIBENZYL ETHER; SUBJECTING THE BENZYLATED ESTER TO THE ACTION OF DIBORANE, WATER AND HYDROGEN PEROXIDE TO FORM ETHYL 2,4-BIS (BENZYLOXY)-6-(10-HYDROXYDECYL)BENZOATE; TREATING THE FOREGOING BENZOATE WITH SODIUM ETHOXIDE TO PREPARE NORZEARALANE II DIBENZYL ETHER, ONE ALSO TO PREPARE AS A BY-PRODUCT THE DIMERIC DILACTONE OF 2,4-BIS(BENZYLOXY)-6-(10-HYDROXYDECYL)-BENZOIC ACID; HYDROGENATING NORZEARALANE II DIBENZYL ETHER TO FORM NORZEARALANE II. IN GENERAL, A HOMOLOGUE OF NORZEARALANE II AND/OR OF THE CORRESPONDING DIMERIC DILACTONE IS PREPARED BY SUBSTITUTING FOOR 10-UNDECENAL IN THE FOREGOING SEQUENCE OF REACTIONS AN UNSATURATED ALDEHYDE HAVING THE FORMULA CH2=CH-(CH2)X-1-CHO WHERE X IS AN INTEGER WHICH MAY HAVE THE VALUE 1,2,3,4, 5, 6, 7, 8, 9, 10, 11, 12 OR 13 SPECIFICALLY ZEARALANE II (WHERE X=10) IS PREPARED STARTING WITH 11-DODECENAL AND THE DIMERIC DILACTONE FROM 6-(5-HYDROXYPENTYL-B-RESORCYCLIC ACID DIBENZYL ETHER IS PREPARED WHEN THE STARTING ALDEHYDE IS 5-HEXENAL (WHERE X= 4) THE INVENTION ALSO COVERS PHYSIOLOGICALLY ACTIVE COMPOUNDS RELATED TO THE ZEARALANES II AND KNOW AS DIMERIC DILACTONES HAVING THE FORMULA, 1,5-DI(RO-),2,3-(-CO-O-CH2-(CH2)X-(3,5-DI(RO-)-1,6-PHENYL ENE)-CO-O-CH2-(CH2)X-)-BENZENE X IS AN INTEGER WHICH MAY HAVE THE VALUE 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12 OR 13 AND WHERE R IS EITHE HYDROGEN OR A BENZYL RADICAL (C6H5CH2-). MORE PARTICULARLY, THIS INVENTION RELATES TO NOVEL INTERMEDIATES PRODUCED IN THE SYNTHESIS OF THE ABOVE COMPOUNDS AND TO PROCESSES FOR MAKING THESE INTERMEDIATES.

    专利号:US-3903115-A
    优先权日:1972-04-25
    标 题 :Synthesis of zearalanes II and related compounds and intermediates useful in the syntheses thereof
    发明人:URRY WILBERT H; MULLENBACH GUY TOWNS
    权利人:COMMERCIAL SOLVENTS CORP
    摘要:This invention provides a new synthesis for norzearalane II and related compounds which related compounds and norzearalane II are represented by the formula where X is an integer having a value from 1 to 13 inclusive. The anabolic agent norzearalane II, in which X 9 in the foregoing formula, is prepared by a total chemical synthesis involving the reaction of 10-undecenal with malonic acid to produce trans-2,12-tridecadienoic acid; treating the acid so formed with diazomethane to yield methyl trans-2,12tridecadienoate; reacting the methyl ester with ethyl acetoacetate and sodium ethoxide to form the sodium salt of ethyl 6-(9-decenyl)- Beta -dihydroresorcylate; brominating the dihydroresorcylate to prepare ethyl 3-bromo-6-(9-decenyl)- Beta dihydroresorcylate; de-hydrobrominating the foregoing bromo derivative to give ethyl 6-(9-decenyl)- Beta -resorcylate; reacting the resorcylate ester with benzyl chloride to produce ethyl 6-(9-decenyl)- Beta -resorcylate dibenzyl ether; subjecting the benzylated ester to the action of diborane, water and hydrogen peroxide to form ethyl 2,4-bis(benzyloxy)-6-(10hydroxydecyl)-benzoate; treating the foregoing benzoate with sodium ethoxide to prepare norzearalane II dibenzyl ether, and also to prepare as a by-product the dimeric dilactone of 2,4bis(benzyloxy)-6-(10-hydroxydecyl)-benzoic acid; hydrogenating norzearalane II dibenzyl ether to form norzearalane II.

    专利号:US-4150236-A
    优先权日:1976-05-26
    标 题 :Steroidal intermediates from the condensation product of dimethyl-3-ketoglutarate and glyoxal
    发明人:WEISS ULRICH; RICE KENNER C
    权利人:US HEALTH EDUCATION & WELFARE
    摘要:Tricyclic aromatic compounds of the formula ##STR1## including those wherein: (A) R 1 is H, R 2 is carbomethoxy, and R 3 is methyl; n (b) R 1 is acetyl, R 2 is carbomethoxy, and R 3 is methyl; n (c) R 1 and R 3 are methyl and R 2 is carbomethoxy; n (d) R 1 , R 2 , and R 3 are hydrogen; and n (e) R 1 and R 3 are methyl and R 2 is hydrogen n Are intermediates for the total synthesis of steroids.

    专利号:DE-2315557-A1
    优先权日:1972-04-25
    标 题:SYNTHESIS OF ZEARALANEN II AND RELATED COMPOUNDS AND INTERMEDIATE PRODUCTS THAT CAN BE USED TO SYNTHESIS THEREOF

    专利号:CA-2640585-A1
    优先权日:2003-02-05
    标题 :Synthesis of 2-butyl-3-(2'-(1-trityl-1h-tetrazol-5-yl)biphenyl-4-yl)-1,3-diazaspirol{4,4}-non-ene-4-one

    专利号:CA-1120053-A
    优先权日:1976-05-26
    标题:Intermediate for the total synthesis of steroids
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    合成参考文献


    摘要:J. Sunkel and H. Staude, Ber. Bunsenges. Physik. Chem. 72, 567 (1968).
    摘要:M. W. Whitehouse and P. D. G. Dean, Biochem. Pharmacol. 14, 557 (1965).
    参考文献:10.1107/s1600536810024785
    摘要:Fun HK, Goh JH, Rai S, Isloor AM, Shetty P. Methyl 2,6-bis-[(5-chloro-4,6-dimeth-oxy-pyrimidin-2-yl)-oxy]benzoate. Acta Crystallogr Sect E Struct Rep Online. 2010 Jun 30;66(Pt 7):o1869–70.
    参考文献:10.1107/s1600536810024724
    摘要:Fun HK, Goh JH, Rai S, Isloor AM, Shetty P. Methyl 2,6-bis-[(5-bromo-4,6-dimeth-oxy-pyrimidin-2-yl)-oxy]benzoate. Acta Crystallogr Sect E Struct Rep Online. 2010 Jun 30;66(Pt 7):o1871.
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