📜4-羟基肉桂酸甲酯置于咪唑,Lithium Hydroxide体系中,用 甲醇,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 27.0H,反应生成 4-羟基肉桂酸 参考文献:Mechanistic And Stereochemical Study Of Phenylpyruvate Tautomerase 标题:Mechanistic And Stereochemical Study Of Phenylpyruvate Tautomerase 摘要:A Variety Of Substrates And Potential Enol/enolate Mimics For The Product/transition State Of The Enzyme Phenylpyruvate Tautomerase (E.C. 5.3.2.1) Have Been Prepared And Studied. Their Stereostructures Have Been Secured By A Combination Of NMR Spectroscopy Based On Vicinal H-F And H-C Coupling Constants And X-Ray Crystallography. On The Basis Of The Inhibition By Stereoisomeric Substituted Cinnamates,It Has Been Concluded That The Enzyme Produces The Thermodynamically Less Stable (E) Enol Via A Syn Tautomerization Transition State. Free Energy Profiles For The Reaction Suggest That Vinyl Fluorides Act As Product Analogues. Because Amide And Dicarboxylate Enolate Mimics Are Relatively Poor Inhibitors Of The Enzyme,It Is Believed That An Enolate Is Not Involved In The Tautomerization Process. DOI:10.1021/ja00069A006
专利号:US-2012178961-A1 优先权日:2009-07-02 标题:Bio-derived olefin synthesis 发明人:SANDERS JOHAN PIETER MARINUS; VAN HAVEREN JACOBUS; SCOTT ELINOR; VAN ES DANIEL STEPHAN; LE NOTRE JEROME; SPEKREIJSE JURJEN 权利人:SANDERS JOHAN PIETER MARINUS; VAN HAVEREN JACOBUS; SCOTT ELINOR; VAN ES DANIEL STEPHAN; LE NOTRE JEROME; SPEKREIJSE JURJEN; UNIV WAGENINGEN; STICHTING DIENST LANDBOUWKUNDI 摘要:Disclosed is a method for the combined synthesis of at least two vinylic monomers, at least one of which being an acrylic compound, comprising subjecting a monoconjugated alkene-1-carboxylic compound to reaction with a C 2 -C 4 alkene under conditions of olefin cross-metathesis. The invention is particularly useful for extracting value from protein side streams. Upon protein hydrolysis, suitable amino acids (preferably phenylalanine or tyrosine) are subjected to reductive amination so as to form the corresponding alkene-1-carboxylic acid. Preferably after esterification and separation, this is used in cross-metathesis for the concomitant production of styrene resp. hydroxy styrene, and acrylates. The invention is applicable more widely, to the synthesis of olefins on the basis of carbohydrates, naturally occurring phenolic components, natural protein resources, or amino acids obtained from fermentations.
参考文献:10.1023/a:1010422727899 摘要:Wu H, Haig T, Pratley J, Lemerle D, An M. Allelochemicals in Wheat (Triticum aestivum L.): Production and Exudation of 2,4-Dihydroxy-7-Methoxy-1,4-Benzoxazin-3-One. Journal of Chemical Ecology. 2001 Aug;27(8):1691–700. doi: 10.1023/a:1010422727899. 参考文献:10.3389/fnut.2022.822033 摘要:Yin S, Tao Y, Jiang Y, Meng L, Zhao L, Xue X, Li Q, Wu L. A Combined Proteomic and Metabolomic Strategy for Allergens Characterization in Natural and Fermented Brassica napus Bee Pollen. Front Nutr. 2022;9():822033.