CAS: 1196-92-5; 4-(Aminomethyl)-2-Methoxyphenol

该化合物是属于氨类的有机化合物,其特征是存在一种来自甲状腺的有机化合物结构,包括一个酚类和一个有矿功能的组,该化合物一般是无色的,黄色液体或固态,视其纯度和形态而定.Vanillylamine以其芳香特性著称,有助于其在香味和香味工业中的潜在应用.此外,它也显示出生物活动,导致人们对其用于制药和作为潜在治疗剂的兴趣.该化合物在水和有机溶剂中溶解,使其具有多种化学反应的灵性能.该化合物的再活动受该矿物质组的影响,允许其参与核分裂替代和凝聚反应.安全考虑因素,与许多氨一样,由于潜在的刺激性特性.总的来说,Vanillylamine因其独特的化学结构和特性,是工业和研究环境中的一种利益复合物.

结构式图片

上下游产品

香草醛 Vanillin 121-33-5
4-羟基-3-甲氧基苄醇 4-Hydroxymethyl-2-Methoxyphenol 498-00-0
4-羟基-3-甲氧基苯甲腈 3-Methoxy-4-Hydroxybenzonitrile 03/08/4421
香草壬酰胺 Nonivamide 2444-46-4
Vanillin Oxime 2874-33-1
香兰素胺硬脂酸盐 N-Vanillyl-9E-Octadecenamide 95548-23-5
Capsaicin 7553-53-9

合成工艺路线路线简述

    4-羟基-3-甲氧基苄醇置于glucose Dehydrogenase,L-丙氨酸,葡萄糖,L-Alanine Dehydrogenase,Amine Transaminase,氧气,氯化铵,还原型辅酶ⅰ,Sodium Hydroxide体系中,用 二甲基亚砜,甲苯 用作溶剂,化学反应 25.0H,反应生成4-(氨基甲基)-2-甲氧基苯酚盐酸盐
    参考文献:一锅中异质金属,有机催化和酶联级联反应从木质素衍生化合物完全合成辣椒素类似物
    标题:一锅中异质金属,有机催化和酶联级联反应从木质素衍生化合物完全合成辣椒素类似物
    摘要:从可以衍生自木质素的化合物开始,在一锅中进行辣椒素类似物的总合成.异质钯纳米颗粒用于将醇氧化为醛,然后通过包括胺转氨酶的酶级联系统将其进一步转化为胺.结果表明,钯催化剂和酶级联体系可以在同一罐中成功地结合使用,无需任何中间体纯化即可将醇类转化为胺类.用酶级联系统制备的中间体香草醛胺可以进一步转化为辣椒素类似物,而无需使用脂肪酸和脂肪酶或在schotten-Baumann条件下在同一罐中进行任何纯化.醛醇化合物(简单的木质素模型)也可以用作合成辣椒素类似物的原料.使用左旋丙氨酸作为有机催化剂,香兰素可通过逆向醛醇缩合反应获得.可以将其与酶级联系统结合使用,以一步一步反应将醛醇化合物转化为香草醛.
    Doi:10.1002/adsc.201301148

    海关参考信息

    专利信息


    专利号:US-10308588-B2
    优先权日:2014-12-15
    标 题 :Synthesis of amides and amines from aldehydes or ketones by heterogeneous metal catalysis
    发明人:CÓRDOVA ARMANDO; PALO-NIETO CARLOS; AFEWERKI SAMSON
    权利人:ORGANOFUEL SWEDEN AB
    摘要:A mild and efficient synthesis of primary amines and amides from aldehydes or ketones using a heterogeneous metal catalyst and amine donor is disclosed. The initial heterogeneous metal-catalyzed reaction between the carbonyl and the amine donor components is followed by the addition of a suitable acylating agent component in one-pot, thus providing a catalytic one-pot three-component synthesis of amides. Integration of enzyme catalysis allows for eco-friendly one-pot co-catalytic synthesis of amides from aldehyde and ketone substrates, respectively. The process can be applied to asymmetric synthesis or to the co-catalytic one-pot three-component synthesis of capsaicin and its analogues from vanillin or vanillyl alcohol. A co-catalytic reductive amination/dynamic kinetic resolution (dkr) relay sequence for the asymmetric synthesis of optically active amides from ketones is disclosed. Implementation of a catalytic reductive amination/kinetic resolution (kr) relay sequence produces the corresponding optically active amide product and optical active primary amine product with the opposite stereochemistry from the starting ketones.

    专利号:US-11891351-B2
    优先权日:2020-03-20
    标 题 :Synthesis of capsaicin derivatives
    发明人:LAGER ERIK
    权利人:AXICHEM AS
    摘要:The present invention relates to the synthesis of capsaicin derivatives, specifically to the synthesis of 6-heptyne derivatives of capsaicin.

    专利号:US-11168050-B2
    优先权日:2014-03-27
    标 题 :Efficient synthesis of amines and amides from alcohols and aldehydes by using cascade catalysis
    发明人:CÓRDOVA ARMANDO; BERGLUND PER; ANDERSON MATTIAS; AFEWERKI SAMSON
    权利人:XP CHEMISTRIES AB
    摘要:The present invention relates generally to an eco-friendly methodology for the conversion of alcohols and aldehydes to amines and amides using an integrated enzyme cascade system with metal- and organocatalysis. More specifically, the present invention relates to synthesis of capsaicinoids starting from vanillin alcohol and using a combination of an enzyme cascade system and catalysts. Furthermore, the method also relates to synthesis of capsaicinoids derivatives starting from vanillin alcohol derivatives and using a combination of an enzyme cascade system and catalysts.

    专利号:WO-2016171538-A1
    优先权日:2015-04-22
    标 题 :Enzymatic-chemical method for the synthesis of vanillylamides of organic acids
    发明人:TORRES GAVILÃ?N ALEJANDRO; REGLA CONTRERAS JOSÉ IGNACIO; CASTILLO ROSALES EDMUNDO; LÓPEZ-MUNGUÃ?A CANALES AGUSTÃ?N
    权利人:UNIV NAC AUTÓNOMA DE MÉXICO
    摘要:The invention relates to a method for synthesising vanillylamides of organic acids, based on vanillin oxime, inorganic salts of vanillylamine or based on organic salts of vanillylamine having organic acids. The method involves: the chemical synthesis of vanillylamine organic salts based on the hydrogenation of the vanillin oxime in the presence of an organic acid; the release of vanillylamine inorganic salts in the presence of a base or carbonate and an organic acid; and an enzymatic condensation of the two elements that form the organic salt, the vanillylamine and the organic acid, in order to bring about the synthesis of organic acid vanillylamides. The organic acid used for the reaction can be any organic acid: natural or synthetic, saturated, linear or branched, having substituents such as hydroxyl groups or others. The reactions can be carried out independently or in sequence. These capsaicinoid compounds, components similar to capsaicin or vanillylamides can be used as a pungent material, irritant, in pharmaceutical products, as additives in food, in cosmetics, among others.

    专利号:US-2024229089-A1
    优先权日:2021-04-30
    标 题 :A process for enzymatic synthesis of amides from amines and carboxylic acids or esters
    发明人:LIN SHUANGZHENG; CORDOVA ARMANDO; DEIANA LUCA; IBRAHEM ISMAIL
    权利人:XP CHEMISTRIES AB
    摘要:The present invention relates to A process for enzymatic synthesis of amides of formula (III) from amines of formula (I) and compounds of formula (II). characterized in that the lipase is immobilized on a rotary bed reactor or on a spin-fixed-bed reactor and a Dean-Stark apparatus is used for dehydration.

    专利号:US-8710268-B2
    优先权日:2007-07-31
    标题:Method for the hydrolysis of substituted formylamines into substituted amines
    发明人:BOBYLEV MIKHAIL
    权利人:BOBYLEV MIKHAIL
    摘要:An improved method for the synthesis of substituted formylamines and substituted amines via an accelerated Leuckart reaction. The Leuckart reaction is accelerated by reacting formamide or N-alkylformamide and formic acid with an aldehyde or a ketone at a preferred molar ratio that accelerates the reaction. The improved method is applicable to various substituted aldehydes and ketones, including substituted benzaldehydes. An accelerated method for the hydrolysis of substituted formylamines into substituted amines using acid or base and a solvent at an elevated temperature. The improved method is useful for the accelerated synthesis of agrochemicals and pharmaceuticals such as vanillylamine, amphetamine and its analogs, and formamide fungicides.
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    主要参考文献

    参考标题:Facile Synthesis Of Controllable Graphene-Co-Shelled Reusable Ni/nio Nanoparticles And Their Application In The Synthesis Of Amines Under Mild Conditions
    作者:Jianguo Liu,Yuting Zhu,Chenguang Wang,Thishana Singh,Nan Wang,Qiying Liu,Zhibing Cui,Longlong Ma
    摘要:Catalysts Are Stable And Reusable And Were Successfully Used For The Synthesis Of Primary, Secondary, Tertiary, And N-Methylamines (More Than 62 Examples). The Reaction Couples Easily Accessible Carbonyl Compounds (Aldehydes And Ketones) With Ammonia, Amines, And H2 Under Very Mild Industrially Viable And Scalable Conditions (80 °C And 1 Mpa H2 Pressure, 4 H), Offering Cost-Effective Access To Numerous Functionalized

    合成参考文献


    摘要:Ewing, T. A.; Fraaije, M. W.; van Berkel, W. J. H., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 165.
    摘要:R. A. Robinson and A. K. Kiang. Trans. Faraday Soc. 52, 327 (1956).
    参考文献:10.1186/s13068-017-0720-5
    摘要:Sana B, Chia KHB, Raghavan SS, Ramalingam B, Nagarajan N, Seayad J, Ghadessy FJ. Development of a genetically programed vanillin-sensing bacterium for high-throughput screening of lignin-degrading enzyme libraries. Biotechnology for Biofuels and Bioproducts. 2017 Feb 03;10(1):32. doi: 10.1186/s13068-017-0720-5.
    参考文献:10.1021/jf061040a
    摘要:Prasad BC, Gururaj HB, Kumar V, Giridhar P, Ravishankar GA. Valine pathway is more crucial than phenyl propanoid pathway in regulating capsaicin biosynthesis in Capsicum frutescens mill. J Agric Food Chem. 2006 Sep 06;54(18):6660–6. doi: 10.1021/jf061040a.
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