CAS: 13991-37-2; (E)-Pent-2-Enoic Acid

该化合物是一种不饱和的箱式碳酸,配有分子式C5H8O2.这种α-β-不饱和复合物具有共聚酸反应性,典型的是共聚酸,在有机合成中具有价值,特别是在Michael添加物和作为药品和精美化学品的前体方面.其跨配置确保了稳定性和与cis-异构体相比独特的物理化学特性.该化合物用于研究和工业应用,包括香味和香味中间体.高纯度可用于满足严格的实验室和生产要求.建议妥善处理,因为其潜在的刺激性能.建议在惰性条件下进行储存以保持稳定性.

结构式图片

相似化合物

1576-95-0 818-59-7 1576-87-0

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

quinoline malonic acid propionaldehyde 3-hydroxyvaleric acidpropionic acid Tiglic acid butanone ethyl 2-pentenoate

合成工艺路线路线简述

    1,4-二氯-2-己酮置于sodium Hydroxide,溴体系中,用 1,4-二氧六环 用作溶剂,化学反应 3.0H,以65%的收率获得反式-2-戊烯酸
    参考文献:Akhmedov,M.A.; Sardarov,I.K.; Akhmedov,I.M.,Journal Of Organic Chemistry Ussr (English Translation),1991,Vol. 27,# 11.1,P. 2025-2028
    标题:Akhmedov,M.A.; Sardarov,I.K.; Akhmedov,I.M.,Journal Of Organic Chemistry Ussr (English Translation),1991,Vol. 27,# 11.1,P. 2025-2028

    海关参考信息

    专利信息


    专利号:US-9242965-B2
    优先权日:2013-12-31
    标题:Process for the manufacture of (E)-4-N,N-dialkylamino crotonic acid in HX salt form and use thereof for synthesis of EGFR tyrosine kinase inhibitors
    发明人:ZHENG JUNCHENG; DENG DA; LV GUANGHUA; YAN JUN; BRANDENBURG JOERG; KROEBER JUTTA; SCHOLZ ULRICH
    权利人:BOEHRINGER INGELHEIM INT
    摘要:The present invention is directed to an efficient process for the manufacture of (E)-4-N,N-dialkylamino crotonic acid in HX salt form of formula I n nwherein R 1 and R 2 independently denote C 1-3 -alkyl groups and X − denotes an acid anion, such as the chloride, bromide, tosylate, mesylate or trifluoroacetate anion, with high quality, and a process for synthesis of EGFR tyrosine kinase inhibitors with heterocyclic quinazoline, quinoline or pyrimidopyrimidine core structure, using the acid addition salt I and activated derivatives thereof as intermediates.

    专利号:US-4910330-A
    优先权日:1987-09-25
    标题 :Synthesis of sulfonic acids and carboxylic acid ester derivatives thereof
    发明人:MCGEE DENNIS E; HALLEN TED S
    权利人:UNION OIL CO
    摘要:Hydroxy sulfonic acids in general and isethionic acid (2-hydroxy ethyl sulfonic acid) in particular can be prepared at 99+% purity and good yields by the selective oxidation of a precursor hydroxy mercaptan with hydrogen peroxide. The resulting product is pure enough to be used directly in the synthesis of sulfo-acrylic esters which are finding considerable use as stabilizers in producing vinylidene chloride copolymers used for FDA approved packaging films.

    专利号:US-4987250-A
    优先权日:1987-09-25
    标 题:Synthesis of hydroxy sulfonic acids
    发明人:MCGEE DENNIS E; HALLEN TED S
    权利人:UNION OIL CO
    摘要:Hydroxy sulfonic acids in general and isethionic acid (2-hydroxy ethyl sulfonic acid) in particular can be prepared at 99+% purity and good yields by the selective oxidation of a precursor hydroxy mercaptan with hydrogen peroxide. The resulting product is pure enough to be used directly in the synthesis of sulfo-acrylic esters which are finding considerable use as stabilizers in producing vinylidene chloride copolymers used for FDA approved packaging films.

    专利号:US-5668164-A
    优先权日:1996-07-12
    标 题:Process for synthesis of chiral cis-and trans-3-amino-4 substituted pyrrolidine compounds
    发明人:MA ZHENKUN; COOPER CURT S; FUNG ANTHONY K L; CHU DANIEL T
    权利人:ABBOTT LAB
    摘要:Process for preparation of chiral cis-3,4-substituted pyrrolidine compounds having the formulas: ##STR1## and chiral 3,4-trans-substituted pyrrolidine compounds having the formulas: ##STR2## with the assistance of a streochemically directing chiral oxazolidinone moiety having the formula: ##STR3## wherein P, R and R 1 are specifically defined, by sequential reaction of the compound or subsequent intermediates with an a,b-unsaturated add chloride, reaction with N-benzyl-N-(methoxymethyl)trimethyl-silylmethylamine and separating isomers by chromatography, hydrolytic removal of the oxazolidinone moiety, reaction with diphenylphosphoryl azide and triethylamine, and debenzylating; and novel intermediates of the process.

    专利号:US-12163079-B2
    优先权日:2019-08-12
    标 题 :Synthesis of blue-emitting ZnSe1-xTex alloy nanocrystals with low full width at half-maximum
    发明人:NEWMEYER BENJAMIN; IPPEN CHRISTIAN; MA RUIQING
    权利人:SHOEI CHEMICAL IND CO
    摘要:The invention pertains to the field of nanotechnology. The invention provides highly luminescent nanostructures, particularly highly luminescent nanostructures comprising a ZnSe 1-x Te x core and ZnS and/or ZnSe shell layers. The nanostructures comprising a ZnSe 1-x Te x core and ZnS and/or ZnSe shell layers display a low full width at half-maximum and a high quantum yield. The invention also provides methods of producing the nanostructures.

    专利号:US-11697830-B2
    优先权日:2015-04-15
    标 题 :Iterative platform for the synthesis of alpha functionalized products
    发明人:GONZALEZ RAMON; CLOMBURG JAMES M; CHEONG SEOKJUNG
    权利人:GONZALEZ RAMON; CLOMBURG JAMES M; CHEONG SEOKJUNG
    摘要:The use of microorganisms to make alpha-functionalized chemicals and fuels, (e.g. alpha-functionalized carboxylic acids, alcohols, hydrocarbons, amines, and their beta-, and omega-functionalized derivatives), by utilizing an iterative carbon chain elongation pathway that uses functionalized extender units. The core enzymes in the pathway include thiolase, dehydrogenase, dehydratase and reductase. Native or engineered thiolases catalyze the condensation of either unsubstituted or functionalized acyl-CoA primers with an alpha-functionalized acetyl-CoA as the extender unit to generate alpha-functionalized β-keto acyl-CoA. Dehydrogenase converts alpha-functionalized β-keto acyl-CoA to alpha-functionalized β-hydroxy acyl-CoA. Dehydratase converts alpha-functionalized β-hydroxy acyl-CoA to alpha-functionalized enoyl-CoA. Reductase converts alpha-functionalized enoyl-CoA to alpha-functionalized acyl-CoA. The platform can be operated in an iterative manner (i.e. multiple turns) by using the resulting alpha-functionalized acyl-CoA as primer and the aforementioned alpha-functionalized extender unit in subsequent turns of the cycle. Termination pathways acting on any of the four alpha-functionalized CoA thioester intermediates terminate the platform and generate various alpha-functionalized carboxylic acids, alcohols and amines with different β-reduction degree.
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    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

    主要参考文献

    [参考文献]: Brian D Hudson, Et Al. Chemically Engineering Ligand Selectivity At The Free Fatty Acid Receptor 2 Based On Pharmacological Variation Between Species Orthologs. Faseb J. 2012 Dec;26(12):4951-65.
    [参考文献]: Gilles Brackman, Et Al. Structure-Activity Relationship Of Cinnamaldehyde Analogs As Inhibitors Of Ai-2 Based Quorum Sensing And Their Effect On Virulence Of Vibrio Spp. Plos One. 2011 Jan 13;6(1):E16084.
    [参考文献]: J P D Van Veldhoven, Et Al. Structure-Activity Relationships Of Trans-Substituted-Propenoic Acid Derivatives On The Nicotinic Acid Receptor Hca2 (Gpr109A). Bioorg Med Chem Lett. 2011 May 1;21(9):2736-9.
    [参考文献]: L Zhi, Et Al. Switching Androgen Receptor Antagonists To Agonists By Modifying C-Ring Substituents On Piperidino[3,2-G]Quinolinone. Bioorg Med Chem Lett. 1999 Apr 5;9(7):1009-12.

    合成参考文献


    摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 201.
    摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 356.
    摘要:Landelle, G.; Paquin, J.-F., Science of Synthesis Knowledge Updates, (2010) 4, 277.
    摘要:Xing, Y.-K.; Fang, P.; Wang, Z.-H.; Mei, T.-S., Science of Synthesis: Special Topics, (2021) 1, 126.
    摘要:Fagnoni, M.; Ravelli, D.; Protti, S., Science of Synthesis, (2020) , 352.
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