CAS: 2373-76-4; 2-Methylcinnamic Acid

该化合物是属于恶性酸衍生物类别的有机化合物,在苯环的2位置上有一个甲基组替代物,强化其消毒和电子特性,这种改变影响其反应性,使其在有机合成中有用,特别是在制药,香料和精美化学品方面.其晶体形式和定义明确的熔点确保了一致性,而其结合的双重结合系统允许在光化学和材料科学中应用.该化合物因其作为立体选择性反应的中间体和作为更复杂的分子结构的建筑块所发挥的作用而受到重视.

结构式图片

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

malonic acid 2-methylphenyl aldehyde methyl (E)-3-(2-methylphenyl)-2-propenoate 7a-Methyl-2-phenylselanyl-2,3,5,7a-tetrahydro-inden-1-one ethyl trans-2-methylcinnamate 3-(2-methylphenyl)propanoic acid RS,3SR)-2,3-dibromo-3-o-tolyl-propionic acid(2RS,3SR)-2,3-dibromo-3-o-tolyl-propionic acid ortho-methylbenzoic acid

合成工艺路线路线简述

  • 5463-90-1 = 2373-76-4 + 80126-54-1
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 4 H,Reflux2.1 Catalysts: Phenylalanine Ammonia-Lyase Solvents: Water; 16 H,Ph 8.8,30 °C2.2 Reagents: Methanol
    标题:Mapping The Hydrophobic Substrate Binding Site Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum
    作者:Nagy,Emma Z. A.; Et Al
    参考文献:Acs Catalysis 日期:2019 卷标:9(9) 页码:8825-8834]

    5440-53-9 = 2373-76-4 + 80126-54-1
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; 4 - 6 H,Reflux1.2 Reagents: Hydrochloric Acid Solvents: Water; Ph 1,-10 °C1.3 Solvents: Toluene; 16 - 24 H,Reflux2.1 Reagents: Hydrochloric Acid Solvents: 1,4-Dioxane,Water; 4 H,Reflux3.1 Catalysts: Phenylalanine Ammonia-Lyase Solvents: Water; 16 H,Ph 8.8,30 °C3.2 Reagents: Methanol
    标题:Mapping The Hydrophobic Substrate Binding Site Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum
    作者:Nagy,Emma Z. A.; Et Al
    参考文献:Acs Catalysis 日期:2019 卷标:9(9) 页码:8825-8834]

    22888-51-3 = 2373-76-4 + 80126-54-1
    反应条件:1.1 Catalysts: Phenylalanine Ammonia-Lyase Solvents: Water; 16 H,Ph 8.8,30 °C1.2 Reagents: Methanol
    标题:Mapping The Hydrophobic Substrate Binding Site Of Phenylalanine Ammonia-Lyase From Petroselinum Crispum
    作者:Nagy,Emma Z. A.; Et Al
    参考文献:Acs Catalysis 日期:2019 卷标:9(9) 页码:8825-8834
2-Cyano-3-O-Tolyl-Acrylic Acid 反应生成2-甲基肉桂酸
参考文献:Fiquet,Annales De Chimie (Cachan,France),1893,Vol. <6> 29,P. 439
标题:Fiquet,Annales De Chimie (Cachan,France),1893,Vol. <6> 29,P. 439

海关参考信息

专利信息


专利号:US-8987504-B2
优先权日:2010-06-18
标题 :Aminohydroxylation of alkenes
发明人:MEE SIMON PETER HAROLD; LUXENBURGER ANDREAS; HARRIS LAWRENCE DANIEL
权利人:MEE SIMON PETER HAROLD; LUXENBURGER ANDREAS; HARRIS LAWRENCE DANIEL; VICTORIA LINK LTD
摘要:The invention relates to a process for the aminohydroxylation of alkenes using N-oxycarbamate reagents, e.g. N-acyloxycarbamate, N-alkyloxycarbonyloxycarbamate and N-aralkoxycarbonyloxycarbamate reagents. The invention particularly relates to an intermolecular aminohydroxylation reaction that can be carried out in the absence of added base. The invention also relates to novel N-oxycarbamate reagents that are stable crystalline materials. The process of the invention is useful in the synthesis of compounds having a vicinal amino alcohol moiety, such as biologically active compounds.

专利号:US-12071444-B2
优先权日:2020-06-05
标 题:Synthesis and use of oxa-spirodiphosphine ligand
发明人:ZHANG XUMU; CHEN GENQIANG; HUANG JIAMING
权利人:SHENZHEN CATALYS TECH CO LTD
摘要:The present invention relates to the technical field of chiral synthesis, and specifically provides the synthesis and use of a new type of oxa-spirodiphosphine ligands. The bisphosphine ligand is prepared with oxa-spirobisphenol as a starting material after triflation, palladium catalyzed coupling with diaryl phosphine oxide, reduction of trichlorosilane, further palladium catalyzed coupling with diaryl phosphine oxide, and further reduction of trichlorosilane. The oxa-spiro compound has central chirality, and thus includes L-oxa-spirodiphosphine ligand and R-oxa-spirodiphosphine ligand. The racemic spirodiphosphine ligand is capable of being synthesized from racemic oxa-spirobisphenol as a raw material. The present invention can be used as a chiral ligand in the asymmetric hydrogenation of unsaturated carboxylic acids. The complex of the ligand with ruthenium can achieve an enantioselectivity of greater than 99% in the asymmetric hydrogenation of methyl-cinnamic acid.

专利号:US-11299507-B2
优先权日:2018-02-08
标题 :Synthesis and use of oxa-spirodiphosphine ligand
发明人:ZHANG XUMU; CHEN GENQIANG; HUANG JIAMING
权利人:SHENZHEN CATALYS TECH CO LTD
摘要:The present invention relates to the technical field of chiral synthesis, and specifically provides a new type of oxa-spirodiphosphine ligands. The bisphosphine ligand is prepared with oxa-spirobisphenol as a starting material after triflation, palladium catalyzed coupling with diaryl phosphine oxide, reduction of trichlorosilane, further palladium catalyzed coupling with diaryl phosphine oxide, and further reduction of trichlorosilane. The oxa-spiro compound has central chirality, and thus includes L-oxa-spirodiphosphine ligand and R-oxa-spirodiphosphine ligand. The racemic spirodiphosphine ligand is capable of being synthesized from racemic oxa-spirobisphenol as a raw material. The present invention can be used as a chiral ligand in the asymmetric hydrogenation of unsaturated carboxylic acids. The complex of the ligand with ruthenium can achieve an enantioselectivity of greater than 99% in the asymmetric hydrogenation of methyl-cinnamic acid.

专利号:US-6531470-B1
优先权日:1998-01-23
标题:Oxazolidinone combinatorial libraries, compositions and methods of preparation
发明人:GORDEEV MIKHAIL F; LUEHR GARY W; PATEL DINESH V; NI ZHI-JIE; GORDON ERIC
权利人:UPJOHN CO
摘要:Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.

专利号:US-10752921-B2
优先权日:2012-06-22
标题 :Enzymes and methods for styrene synthesis
发明人:BHUIYA MOHAMMAD WADUD; CHEN HUI; CAI XIANPENG; HAN JIXIANG; YU XIAODAN
权利人:PHYTOGENE INC
摘要:The subject technology generally relates to biosynthesis of styrene. Certain embodiments of the subject technology is based, in part, on the recognition that phenylalanine can be converted to styrene by a two-step pathway of deamination and de-carboxylation, with trans-cinnamic acid (tCA) as the intermediate. Two types of enzymes are directly involved in this process, phenylalanine ammonia lyase (PAL), which converts phenylalanine to tCA, and cinnamic acid decarboxylase, which coverts tCA to styrene. Host cells expressing these two types of enzymes can be cultured in bioreactor to produce styrene from renewable substrates such as glucose.

专利号:US-6562844-B2
优先权日:1998-01-23
标 题:Oxazolidinone combinatorial libraries, compositions and methods of preparation
发明人:GORDEEV MIKHAIL F; LUEHR GARY W; PATEL DINESH V; NI ZHI-JIE; GORDON ERIC
权利人:UPJOHN CO
摘要:Oxazolidinones and methods for their synthesis are provided. Also provided are combinatorial libraries comprising oxazolidinones, and methods to prepare the libraries. Further provided are methods of making biologically active oxazolidinones as well as pharmaceutically acceptable compositions comprising the oxazolidinones. The methods of library preparation include the attachment of oxazolidinones to a solid support. The methods of compound preparation in one embodiment involve the reaction of an iminophosphorane with a carbonyl containing polymeric support.
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主要参考文献

[参考文献]: Afrooz Zirakzadeh, Et Al. Walphos Versus Biferrocene-Based Walphos Analogues In The Asymmetric Hydrogenation Of Alkenes And Ketones. Organometallics. 2014 Apr 28;33(8):1945-1952.
[参考文献]: Martin E Fox, Et Al. Bis-(2,5-Diphenylphospholanes) With Sp2 Carbon Linkers: Synthesis And Application In Asymmetric Hydrogenation. J Org Chem. 2008 Feb 1;73(3):775-84.
[参考文献]: Sen-Sung Cheng, Et Al. Antifungal Activity Of Cinnamaldehyde And Eugenol Congeners Against Wood-Rot Fungi. Bioresour Technol. 2008 Jul;99(11):5145-9.

合成参考文献


摘要:Vashchenko, B. V.; Grygorenko, O. O., Science of Synthesis Knowledge Updates, (2021) 3, 399.
摘要:Hu, J.; Ni, C., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 429.
摘要:Neumann, H.; Schranck, J., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 68.
摘要:Zhou, Q.-Q.; Wei, Y.; Lu, L.-Q.; Xiao, W.-J., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 173.
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