CAS: 2973-58-2; 2-Bromo-3-Hydroxy-4-Methoxybenzaldehyde

该化合物是一种有机化合物,属于替代苯甲醚的类别,具有溴原子,氢氧基组和附于苯环的甲氧基组,有助于其独特的化学特性.甲醚功能组的存在使它成为一种反应化合物,特别是在核生殖反应中.氢氧基(-OH)可以参与氢结合,提高其在极地溶剂中的溶解性.甲氧基组(-OCH3)是一个电饱和组,能够影响化合物的再活动性和稳定性.该化合物可能展示生物活动,使其对医药化学和研究感兴趣.其物理特性,如熔点,沸点和溶解性,可以根据样品的具体条件和纯度而变化.

结构式图片

欧盟法规

ECHA物质C&L通报

上下游产品

2-溴-3,4-二甲氧基苯甲醛 2-Bromo-3,4-Dimethoxybenzylaldehyde 55171-60-3
2-溴-3-(甲氧基甲氧基)-4-甲氧基苯甲醛 2-Bromo-3-(Methoxymethoxy)-4-Methoxybenzaldehyde 115961-42-7
异香兰素 Isovanillin 621-59-0
2-Bromo-3-(1,3-Dioxolan-2-Ylmethyl)-6-Methoxyphenol 1315613-93-4
香草醛 Vanillin 121-33-5

合成工艺路线路线简述

    📜(S)-(-)-Methyl 6-(2-Bromo-3-Formyl-6-Methoxyphenoxy)-Cyclohex-1-Enecarboxylate置于palladium Diacetate,四丁基氯化铵,Potassium Acetate体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应生成2-溴-3-羟基-4-甲氧基苯甲醛
    参考文献:(-)-加兰他敏和(-)-吗啡的不同对映选择性合成
    标题:(-)-加兰他敏和(-)-吗啡的不同对映选择性合成
    摘要:通过采用 Pd 催化的不对称烯丙基烷基化 (Aaa) 来设置立体化学,出现了一种用于合成阿片类和石蒜科生物碱的有效发散合成策略.详细讨论了三代加兰他敏的合成,特别关注钯催化的 Aaa 反应和分子内 Heck 反应的范围.关键的三环中间体可从 2-溴香草醛和 6-羟基环己烯-1-羧酸甲酯的单酯通过六个步骤获得.该中间体只需两个步骤即可转化为 (-)-雪花胺.使用 Heck 乙烯基化,我们发现可以形成可待因/吗啡的第四个环.最后的环形成涉及一种新型的可见光促进加氢胺化.因此,
    Doi:10.1021/ja054449+

    海关参考信息

    专利信息


    专利号:US-8450365-B2
    优先权日:2009-05-12
    标 题 :Efficient synthesis of galanthamine
    发明人:MAGNUS PHILIP D; FAUBER BEN; SANE NEERAJ
    权利人:MAGNUS PHILIP D; FAUBER BEN; SANE NEERAJ; UNIV TEXAS
    摘要:The present invention relates to methods for the synthesis of galanthamine, morphine, intermediates, salts and derivatives thereof. In preferred embodiments, the invention relates to methods for improving the efficiency and overall yield of said morphine, morphine related derivatives and intermediates thereof. In further embodiments, the invention relates to methods for improving the efficiency and overall yield of galanthamine and intermediates thereof.

    专利号:WO-2022127321-A1
    优先权日:2020-12-18
    标题 :Novel intermediate, preparation method for same, and applications thereof
    发明人:QIN YONG; ZHONG WU; LI SONG; XUE FEI; SONG HAO; LIU XIAOYU; ZHANG DAN; HE HUAN; Xue Fanglin; ZHANG MAOJIE; HU ZHAO; LI CHUNXIN; ZHU JIANQUAN; ZHANG YIFAN; TANG YU; WANG RUI; LI XUE; CAI YUKUN
    权利人:UNIV SICHUAN
    摘要:The invention relates to the field of medicament synthesis and specifically to a novel intermediate, a preparation method for same, and applications thereof. The structural formula of the novel intermediate of the present application is as represented by formula (I): in which R is a secondary amine protecting group. The present invention, based on possible biogenetic pathways of morphine derivatives, by means of a strategy for biomimetic synthesis, with an asymmetric transfer hydrogenation reaction and an intramolecular oxidative dearomatization Heck reaction in the preparation process of the intermediate serving as key reactions for total synthesis, implements the highly efficient synthesis of the morphine derivatives. The synthesis of the morphine derivatives starting from the novel intermediate provided in the present invention is characterized by significantly reduced synthesis steps, an increased yield, a reduced discharge of gaseous, liquid, and solid wastes, and inexpensive production costs.

    专利号:US-2010292475-A1
    优先权日:2009-05-12
    标 题 :Efficient Synthesis Of Morphine And Codeine

    专利号:US-8293927-B2
    优先权日:2009-05-12
    标 题 :Efficient synthesis of morphine and codeine

    专利号:WO-2010132570-A1
    优先权日:2009-05-12
    标 题:Synthesis of morphine and related derivatives

    专利号:DE-112010001980-T5
    优先权日:2009-05-12
    标题 :Synthesis of morphine and related derivatives

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Stanforth, S. P., Science of Synthesis Knowledge Updates, (2015) 1, 207.
    摘要:Crawley, M. L., Science of Synthesis: Stereoselective Synthesis, (2011) 3, 431.
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