CAS: 35356-70-8; Methyl 2-Acetamidoacrylate

该化合物是一种有机化合物,其特性为功能组,包括丙烯酸和丙胺基,其典型特征是无色的黄色液体,其特有的气味一般为淡黄色,在乙醇和丙酮等有机溶剂中溶解,但因其水离子丙烯酸结构而在水中溶解性有限.甲基二乙基乙基丙烯酸酯因其活性,特别是在聚合反应中,使其在合成各种聚合物和共聚物时有用.由于丙烯酸盐组中存在电子脱脂的双联结,该化合物可进行添加并产生其他核分裂性反应.此外,乙基氨基氨基甲酸可以参与氢联结,影响其物理特性和再活性.在处理该化合物时,应当采取安全防范措施,因为它可能会对皮肤和眼睛产生刺激.

结构式图片

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60676-51-9 1117-77-7 55477-80-0

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合成工艺路线路线简述

  • 合成目标产物 Methyl 2-Acetamidoacrylate 主要起始原料 2-Acetamidoacrylic Acid And Iodomethane
  • (文献来源)合成步骤主要原料 2-Acetamidoacrylic Acid 和 Iodomethane
N-乙酰-L-半胱氨酸置于1,4-二碘代丁烷,Potassium Carbonate体系中,用 甲醇,N,N-二甲基甲酰胺 用作溶剂,化学反应 20.0H,反应生成2-乙酰胺基丙烯酸甲酯
参考文献:通过β,γ-C,S硫-迈克尔加成反应化学合成n-末端半胱氨酸硫酯
标题:通过β,γ-C,S硫-迈克尔加成反应化学合成n-末端半胱氨酸硫酯
摘要:脱氢丙氨酸(δala)是高度亲电的残基,可与硫亲核试剂有效反应,提供半胱氨酰类似物.本文中,我们报告了基于β,γ-C,S硫醇-迈克尔加成法的n端半胱氨酸硫酯的有效合成方法,适用于s,N-酰基转移.发现基于离子方法和基于自由基的方法对于该过程都是有效的.
Doi:10.1021/acs.Orglett.9B01013

海关参考信息

专利信息


专利号:US-5827794-A
优先权日:1994-02-22
标 题 :Supported highly-polar liquid phase chiral sulfonated binap catalyst for asymmetric synthesis of optically active compounds
发明人:DAVIS MARK E; WAN KAM TO
权利人:CALIFORNIA INST OF TECHN
摘要:The present invention relates to water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl and its use as organometallic catalysts for asymmetric synthesis of optically active compounds. Asymmetric reactions of the present invention include those reactions in which organometallic catalysts are commonly used. Such reactions include, but are not limited to, reduction and isomerization reactions on unsaturated substrates and carbon--carbon bond forming reactions. Examples of such reactions include, but are not limited to, hydrogenation, hydroboration, hydrosilylation, hydride reduction, hydroformylation, alkylation, allylic alkylation, arylation, alkenylation, epoxidation, hydrocyanation, disilylation, cyclization and isomerization reactions. n The catalysts of the present invention provide the advantage of functioning in the presence of water without loss in enantioselectivity relative to the nonsulfonated BINAP catalyst in an organic solvent. As a result, the catalysts of the present invention may be employed in water, water miscible solvents, in aqueous--organic two phase solvent systems and in supported aqueous phase catalysts in organic solvents without loss in enantioselectivity. Further, the catalysts of the present invention may also be effectively employed in highly polar solvents such as primary alcohols and ethylene glycol. n The present invention also relates to a method for conducting asymmetric reactions on prochiral unsaturated bonds contained within a compound using the water soluble chiral sulfonated 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl organometallic catalysts of the present invention.

专利号:US-7230135-B2
优先权日:2000-12-13
标 题 :Synthesis of P-chiral bisphospholane ligands and their transition metal complexes for use as asymmetric hydrogenation catalysts
发明人:HOGE II GARRETT STEWART; GOEL OM PRAKASH
权利人:WARNER LAMBERT CO
摘要:P-chiral bisphospholane ligands and methods for their preparation are described. Use of metal/P-chiral bisphospholane complexes to catalyze asymmetric transformation reactions to provide high enantiomeric excesses of formed compounds is also described.

专利号:US-2023212107-A1
优先权日:2021-12-30
标 题:Synthesis of para-alkylated syringyl (meth)acrylate derivatives and photopolymerizable compositions for additive manufacturing in dental applications
发明人:CHOUDHARY UMESH UPENDRA; SU JESSICA KALAY
权利人:ALIGN TECHNOLOGY INC
摘要:The present disclosure provides polymerizable monomers which may be used as reactive diluents in additive manufacturing. The polymerizable monomers may have low vapor pressures and may be compatible with a range of low glass transition temperature oligomers.

专利号:US-7696349-B2
优先权日:2003-11-25
标 题 :Method for asymmetric synthesis
发明人:JAEKEL CHRISTOPH; VOLLAND MARTIN; MACKEWITZ THOMAS; PACIELLO ROCCO; BREIT BERNHARD; SEICHE WOLFGANG; WEIS MARTINE; WALOCH CHRISTOPH
权利人:BASF SE
摘要:The present invention relates to a process for asymmetric synthesis in the presence of a chiral catalyst comprising at least one complex of a metal of transition group VIII with ligands capable of dimerization via noncovalent bonds, such catalysts and their use.

专利号:US-9707553-B2
优先权日:2011-07-11
标题 :P-chirogenic organophosphorus compounds
发明人:JUGE SYLVAIN; BAYARDON JEROME; REMOND EMMANUELLE; LAUREANO HUGO; HENRY JEAN-CHRISTOPHE; LEROUX FREDERIC; COLOBERT FRANCOISE
权利人:CENTRE NAT DE LA RECH SCIENT (CNRS); UNIV BOURGOGNE; UNIV STRASBOURG; SYNTHELOR SAS
摘要:P-chirogenic organophosphorus compounds of general formula (I), a process for the synthesis of the compounds of formula (I), and intermediate products of general formulae (II), (III) and (IV), as shown below, are involved in the synthesis of compounds (I). n n n n n n n n n n Metal complexes comprising compounds (I) as ligands are also described. The compounds and complexes are useful in asymmetric catalysis by transition metal complexes or organocatalysis, especially for asymmetric hydrogenation or allylation. Compounds of general formula (I) may be useful as agrochemical and therapeutic substances, or as reagents or intermediates for fine chemistry.

专利号:US-2003236433-A1
优先权日:2000-12-13
标题 :Synthesis of P-chiral bisphospholane ligands and their transition metal complexes for use as asymmetric hydrogenation catalysts
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主要参考文献

[参考文献]: Asada Leelahavanichkul, Et Al. Methyl-2-Acetamidoacrylate, An Ethyl Pyruvate Analog, Decreases Sepsis-Induced Acute Kidney Injury In Mice. Am J Physiol Renal Physiol. 2008 Dec;295(6):F1825-35.
[参考文献]: Christopher D Gilmore, Et Al. Orthogonal Synthesis Of Indolines And Isoquinolines Via Aryne Annulation. J Am Chem Soc. 2008 Feb 6;130(5):1558-9.
[参考文献]: Joel A Tang, Et Al. Extended Para-Hydrogenation Monitored By Nmr Spectroscopy. Chem Commun (Camb). 2011 Jan 21;47(3):958-60.
[参考文献]: Madeleine E Kieffer, Et Al. Enantioselective Synthesis Of Tryptophan Derivatives By A Tandem Friedel-Crafts Conjugate Addition/asymmetric Protonation Reaction. J Am Chem Soc. 2012 Mar 21;134(11):5131-7.
[参考文献]: Penny L Sappington, Et Al. The Ethyl Pyruvate Analogues, Diethyl Oxaloproprionate, 2-Acetamidoacrylate, And Methyl-2-Acetamidoacrylate, Exhibit Anti-Inflammatory Properties In Vivo And/or In Vitro. Biochem Pharmacol. 2005 Nov 25;70(11):1579-92.

合成参考文献


摘要:Stephenson, G. R., Science of Synthesis Knowledge Updates, (2014) 1, 215.
摘要:Ohmatsu, K.; Ooi, T., Science of Synthesis Knowledge Updates, (2011) 4, 122.
摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 366.
摘要:Delvos, L. B.; Oestreich, M., Science of Synthesis Knowledge Updates, (2017) 1, 122.
摘要:Mérour, J.-Y.; Joseph, B., Science of Synthesis Knowledge Updates, (2016) 3, 141.
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