CAS: 2096-86-8; 1-(P-Tolyl)Propan-2-One

该化合物是化学配方C11H14O的有机化合物,其特征为氯酮功能组,特别是由甲基组和一个苯基组组成的碳基(C=O),该化合物一般是一种无色的黄色液体,有甜的花粉味,在香味工业中有用,具有温和的沸点,可溶于有机溶剂,但在水中溶解性有限. 4-Mecycemetone主要用作各种药品和农用化学品合成的中间体.此外,由于在非法药物合成中可能使用碳基苯丙酮,因而引起对某些地区的监管审查,安全考虑包括在通风良好的地区使用适当的个人防护设备,因为接触时可能对健康造成危害.

结构式图片

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ECHA物质C&L通报

上下游产品

CAS号1195-32-0 4-异丙烯基甲苯 | CAS号106-43-4 对氯甲苯 | CAS号67-64-1 丙酮 | CAS号2698-14-8 1-(1-Propenyl)-... | CAS号108-22-5 醋酸异丙烯酯 | CAS号106-38-7 对溴甲苯 | CAS号32783-20-3 苄基异丙烯基醚 | CAS号29865-50-7 1-(4'-methylphe... | CAS号3126-63-4 季戊四醇缩水甘油醚 | CAS号20834-59-7 2-甲基-1-(对甲苯基)-2-丙醇 | CAS号589-18-4 4-甲基苄醇 | CAS号20754-20-5 对甲基肉桂酸甲酯 | CAS号102692-40-0 1-(4-methylphen... | CAS号76708-79-7 2,4,4-三甲基-联苯 | CAS号96633-25-9 3-(4-methylphen... | CAS号59115-82-1 3-(4-methylphen... | CAS号64-11-9 对甲基苯丙胺

合成工艺路线路线简述

  • 合成目标产物 4-Methylphenylacetone 主要起始原料 Alpha,P-Dimethylstyrene
  • (文献来源)合成步骤主要原料 Alpha,P-Dimethylstyrene
4-丙基甲苯置于二氯乙酸,Bis(Dimethylglyoximatodifluoroboryl)Cobalt(II),3,6‐di‐tert‐butyl‐9‐(4‐fluoro‐2,6‐dimethylphenyl)‐10‐phenylacridin‐10‐ium Tetrafluoroborate,Lithium Nitrate,水体系中,用 乙腈 用作溶剂,化学反应 44.0H,以64%的收率获得4-甲基苯丙酮
参考文献:由双重有机光氧化还原和钴催化实现的均苄基氧化
标题:由双重有机光氧化还原和钴催化实现的均苄基氧化
摘要:在更活化的苄基 C(Sp3)-H 键存在的情况下激活脂肪族 C(Sp3)-H 键通常是一项非常重要的任务,即使不是不可能的任务.在本文中,我们表明,可以使用双有机光氧化还原/钴催化,利用苄基 C(Sp3)-H 键的反应性来实现高苄基位置的反应性.通过两部分催化系统,烷基芳烃进行脱氢,然后进行反马尔科夫尼科夫瓦克型氧化,生成苄基酮产品.这种正式的均苄氧化是在不使用导向基团的情况下以高原子经济性完成的;实现传统上需要多次化学转化的有价值的反应性.
Doi:10.1021/jacs.0C04422

海关参考信息

专利信息


专利号:WO-2007003236-A1
优先权日:2005-06-30
标 题:Process for synthesis of complex 2-deoxy-2-iodo pyranosides of high purity, particularly suitable for manufacturing pharmaceutically pure annamycin
发明人:SZEJA WIESLAW; GRYNKIEWICZ GRZEGORZ; FOKT IZABELA
权利人:ZACLAD BADAWCZO PROD SYNTEX; SZEJA WIESLAW; GRYNKIEWICZ GRZEGORZ; FOKT IZABELA
摘要:The method according to the invention comprises using as glycosyl donors high purity 2- deoxy-2-iodo derivatives of sugars of a defined configuration of C-2 carbon with O-alkyl, S- alkyl, O-aryl, S-aryl, O-heteroaryl, S-heteroaryl, O-acyl, O-silyl, O-N-imido, O-P- (phosphino, phosphono, thiophosphono, selenophosphono) groups at the anomeric position, and subjecting them to a condensation reaction with a compound containing a hydroxyl group or a protected hydroxyl group in the presence of electrophilic reagents, followed by deprotection and isolation of a pharmaceutically pure product. The objective of the present invention is to provide a method for preparing complex glycosides by coupling cyclic multifunctional compounds containing hydroxyl functional groups (glycosyl acceptors, including aglycones of natural origin which are known as constituents of active pharmaceutical ingredients) with diastereoisomerically pure 2-deoxy-2-halopyranosyl derivatives containing anomeric substituent capable of exchange under glycosidating conditions, for example by virtue of activation with electrophilic agents. This method substantially simplifies the synthesis of Annamycin. The present invention relies on a regio- and stereoselective reaction of cohalogenating 1,2- unsaturated sugars in the presence of hydroxyl group containing compounds, such as: water, alcohols, phenols, carboxylic acids, silanols, phosphinic acids, phosphoric acids, thiophosphoric acids, selenophosphoric acids, followed by separation of the product with proper C-2 carbon configuration required for the synthesis. As the separation of stereoisomers is carried out at the stage of obtaining a relatively inexpensive intermediate in the form of glycosyl donor, the method of the invention substantially reduces the cost of Annamycin manufacture. Other advantages of the synthesis process of the invention consist in the reduction of the number of stages of the antibiotic manufacture process and in yield increase of the final product.

专利号:US-6048975-A
优先权日:1991-09-12
标 题:Process for the chemical synthesis of oligonucleotides
发明人:PFLEIDERER WOLFGANG; BERGMANN FRANK
权利人:HOECHST AG
摘要:A process for the chemical synthesis of oligonucleotides n Use of a dansylethoxycarbonyl group as base-labile 5'-hydroxyl protective group in the chemical synthesis of DNA and RNA and suitable synthetic processes. n The ease of detection of the dansyl protective group and the ease of elimination from the sugar residue of the nucleotide without side reactions make oligonucleotide synthesis possible with high yields in very small quantities.

专利号:US-9012625-B2
优先权日:2009-04-07
标 题 :Method for the synthesis of a trisaccharide
发明人:DÉKANY GYULA; Ã?GOSTON KÃ?ROLY; BAJZA ISTVAN; BOUTET JULIEN; BØJSTRUP MARIE; FANEFJORD METTE; PÉREZ FIGUEROA IGNACIO; HEDEROS MARKUS; HORVATH FERENC; KOVÃ?CS-PÉNZES PIROSKA; KRÖGER LARS; OLSSON JOHAN; RÖHRIG CHRISTOPH; SCHROVEN ANDREAS; VRASIDAS IOANNIS
权利人:DÉKANY GYULA; Ã?GOSTON KÃ?ROLY; BAJZA ISTVAN; BOUTET JULIEN; BØJSTRUP MARIE; FANEFJORD METTE; PÉREZ FIGUEROA IGNACIO; HEDEROS MARKUS; HORVATH FERENC; KOVÃ?CS-PÉNZES PIROSKA; KRÖGER LARS; OLSSON JOHAN; RÖHRIG CHRISTOPH; SCHROVEN ANDREAS; VRASIDAS IOANNIS; GLYCOM AS
摘要:The present invention relates to an improved synthesis of a trisaccharide of the formula (1), novel intermediates used in the synthesis and the preparation of the intermediates.

专利号:EP-1641812-B1
优先权日:2003-06-30
标题 :PURE d-(17alpha)-13-ETHYL-17-HYDROXY-18,19-DINORPREGN-4-ENE-20-YNE-3-ONE-3E- AND -3Z-OXIME ISOMERS, AS WELL AS PROCESS FOR THE SYNTHESIS OF THE MIXTURE OF ISOMERS AND THE PURE ISOMERS
发明人:TUBA ZOLTAN; MAHO SANDOR; KESERU GYOERGY; KOZMA JOZSEF; HORVATH JANOS; BALOGH GABOR
权利人:RICHTER GEDEON NYRT
摘要:The invention relates to the pure d-(17alpha)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-ene-­20-yne-3-one-3E-oxime isomer of formula (IA), the pure d-(17alpha)-13-ethyl-17-hydroxy-18,19-dinorpregn-4-ene-20-yne-3-one-3Z-oxime isomer of formula (IB), which are of gestagen activity, as well as the process for the synthesis of the mixture of the above isomers and the pure isomers. The invention also relates to the pharmaceutical compositions - and the process for their synthesis - which contain either the pure isomer of formula (IA) or the pure isomer of formula (IB) as active ingredient as such or in combination with other active ingredients (for example an oestrogen agent) together with pharmaceutical auxiliary materials commonly used in practice.

专利号:US-9938312-B2
优先权日:2011-03-25
标题 :Compounds and methods for chemical and chemo-enzymatic synthesis of complex glycans
发明人:BOONS GEERT-JAN; WANG ZHEN
权利人:BOONS GEERT JAN; WANG ZHEN; UNIV GEORGIA
摘要:The present invention provides chemical and chemo-enzymatic methods for the synthesis of a wide array of complex asymmetric multi-antennary glycans.

专利号:EP-1638988-B1
优先权日:2003-06-30
标题:Process for the synthesis of high purity d-(17alpha)-13-ethyl-17hydroxy-18,19-dinorpre:gn-4-ene-20-yne-3-one-oxime
发明人:TUBA ZOLTAN; MAHO SANDOR; KISS JANOS; MAGYARI ENDRENE; TERDY LASZLO
权利人:RICHTER GEDEON NYRT
摘要:The invention relates to a process for the synthesis of high purity d-(17alpha)-13-ethyl-17­hydroxy-18,19-dinorpregn-4-ene-20-yne-3-one-oxime (further on norelgestromine) via acetylation of d-norgestrel at position 17, oximation of the oxo group at position 3 of the obtained 17-acetoxy derivative, and finally hydrolyzing the acetoxy group at position 17 of the obtained 3-oxime derivative. The process according to our invention is as follows: the starting material, d-(17alpha-17-hydroxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3­one (d-norgestrel) - purity 93-94 % - is acetylated with acetic anhydride in acetic acid, in the presence of zinc chloride and hydrogen chloride, or 70 % perchloric acid in an inert gas atmosphere, and after completion of the reaction the excess of acetic anhydride and the 'enol acetate' by-product are decomposed with aqueous hydrochioric acid, then the formed d-(17alpha)-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one is isolated from the reaction mixture by addition of ice-water, the precipitated product is filtered off, washed with water, dried, dissolved in dichloromethane or acetone and clarified with silica gel or aluminum oxide and charcoal, after filtration of the clarifier the resulted solution is concentrated and the residue is recrystallized, the obtained d-(17alpha)-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one is reacted either with hydroxylammonium acetate or with hydroxylammonium chloride in the presence of sodium acetate, in acetic acid in nitrogen atmosphere under vigorous stirring for about 1 hour, after completion of the reaction water is added, the precipitated product is filtered off, washed with water, dried and recrystallized, the obtained d-(17alpha-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one-oxime is hydrolyzed with an equivalent amount of an alkali metal hydroxide in a C1-C4 alkanol solution, in nitrogen atmosphere between a temperature of about 5-38 °C, under vigorous stirring, after completion of the reaction the mixture is diluted with water and the pH of the resulted suspension is adjusted to 7,5-9 with acetic acid, the precipitated product is filtered off, washed with water, dried, the crude product is dissolved in ethanol, clarified with charcoal, and after filtration of the clarifier water is added to the obtained solution, the precipitated high purity d-(17alpha)-17-acetoxy-13-ethyl-18,19-dinorpregn-4-ene-20-yne-3-one-oxime is filtered off, washed with water and in given case recrystallized from ethanol.
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合成参考文献


摘要:Spitzner, D., Science of Synthesis Knowledge Updates, (2016) 1, 82.
摘要:Collings, J. C., Science of Synthesis Knowledge Updates, (2013) 4, 357.
摘要:Collings, J. C., Science of Synthesis Knowledge Updates, (2013) 4, 363.
摘要:Collings, J. C., Science of Synthesis Knowledge Updates, (2013) 4, 354.
摘要:Parmeggiani, F.; Galman, J. L.; Montgomery, S. L.; Turner, N. J., Science of Synthesis, (2019) , 378.
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