CAS: 6052-73-9; 5,6-Dihydropyridin-2(1H)-One

该化合物是一种多用途的七环化合物,其特点是部分饱和的丙烯酮核心,使其成为有机合成和制药研究的宝贵中间体.其结构将环状氨(Lactam)的反活动与部分不饱和环的灵活性结合起来,使多种功能化.该化合物在合成藻类,生物活性分子和含氮脚架方面特别有用.该化合物与各种反应条件的稳定性和兼容性增强了其在多步骤合成途径中的实用性.研究人员赞成5,6-Dihyl-2,1H)-的平衡反应特征,这有助于开发有可能应用于医药化学和材料科学的新化合物.

结构式图片

相似化合物

128372-89-4 725746-35-0 128773-72-8

欧盟法规

C&L通报

上下游产品

(E)-2,4-pentadienoic acid 1-(trimethylsilyl)piperidin-2-one 3-(phenylthio)piperidin-2-one 1-(methoxymethyl)-3-(phenylthio)piperidin-2-one piperlongumine 1-(4-Nitrobenzoyl)-5,6-dihydropyridin-2(1H)-one (2d) pyridine5,6-Dihydroimidazo1,2-apyridine (R)-4-(4-chlorophenyl)-2-piperidinone

合成工艺路线路线简述

  • 合成目标产物 5,6-Dihydro-1H-Pyridin-2-One 主要起始原料 2-Propenamide, N-3-Buten-1-Yl-
  • (文献来源)合成步骤主要原料 2-Propenamide, N-3-Buten-1-Yl-
哌啶酮置于盐酸,正丁基锂,碳酸氢钠,二异丙胺,间氯过氧苯甲酸体系中,用 四氢呋喃,甲醇,二氯甲烷,水 作为反应溶剂,化学反应 24.5H,反应生成 5,6-二氢-2(1H)-吡啶酮
参考文献:霍纳尔-沃兹沃思-埃蒙斯的方式与有效的抗癌活性piperlongumine类似物†
标题:霍纳尔-沃兹沃思-埃蒙斯的方式与有效的抗癌活性piperlongumine类似物†
摘要:具有抗癌活性的天然产物在铅和靶标的发现中起着至关重要的作用.我们在这里报告了植物来源的生物碱,哌隆胺和类似物的合成和生物学评估.使用horner-Wadsworth-Emmons偶联方法,可以从新型膦酰乙酰胺试剂中以较高的总收率制备出类似哌隆胺的化合物.许多化合物通过可能涉及ros产生的作用机理,对结直肠癌(hct 116)和卵巢癌(igrov-1)癌细胞系显示出有效的抗癌活性.与以前的报道相反,未观测到哌隆明类似物在癌细胞(mrc-5)中的选择性作用.
DOI:10.1039/c6Ob01160H

海关参考信息

专利信息


专利号:US-5306846-A
优先权日:1990-04-16
标 题:Synthesis of cyclitols from substituted arene diols
发明人:HUDLICKY THOMAS
权利人:VIRGINIA TECH INTELL PROP
摘要:There are disclosed novel processes for the synthesis of novel intermediates useful in the of further synthesis of cyclitols and derivatives thereof.

专利号:US-10487099-B2
优先权日:2017-06-30
标 题:Synthesis of hypervalent iodine reagents with dioxygen
发明人:POWERS DAVID CHARLES; MAITY ASIM; HYUN SUNG-MIN
权利人:TEXAS A & M UNIV SYS
摘要:Methods of synthesis of hypervalent iodine reagents and methods for oxidation of organic compounds are disclosed.

专利号:WO-2024105421-A1
优先权日:2022-11-17
标题 :SYNTHESIS OF α,β-UNSATURATED CARBONYLS FROM ALKENES VIA SULFONIUM INTERMEDIATES AND THEIR APPLICATION IN THE SYNTHESIS OF CONJUGATED DIENE PHEROMONES, KAIROMONES, AND RELATED COMPOUNDS
发明人:ANGYAL PÉTER; KOTSCHY ANDRÃ?S MIKLÓS; DUDÃ?S Ã?DÃ?M; SOÓS Tibor; VARGA SZILÃ?RD
权利人:TERMESZETTUDOMANYI KUTATOKOEZPONT; EOETVOES LORAND TUDOMANYEGYETEM
摘要:α,β-Unsaturated aldehydes are useful products as such in agrochemistry, but also potential intermediates for the preparation of important insect pheromones and kairomones. Until now, primarily the thermodynamically more stable (E)-α,β-unsaturated aldehydes have been identified as useful intermediates in the production of conjugated diene pheromone compounds, however, their practical and cost-effective synthesis on an industrial scale remains challenging. The problem to be solved by the present invention is to provide a method for selective oxidation of alkenes to α,β-unsaturated carbonyls which can be further transformed into pheromones and kairomones preferably without isolation and significant loss of the existing stereochemical purity.

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-5908944-A
优先权日:1991-09-27
标题 :Methylation or ethylation agent and process for 1,4-addition of a methyl or ethyl group to an α, β-unsaturated keto compound
发明人:WESTERMANN JUERGEN; NICKISCH KLAUS
权利人:SCHERING AG
摘要:This invention describes a new methylation or ethylation agent containing trimethyl aluminum or dimethyl zinc or triethyl aluminum as methyl or ethyl source, which additionally contains catalytic amounts of one or more copper(I) and/or copper(II) compounds as well as a process for the 1,4-addition of a methyl or ethyl group to an α,β-unsaturated or an α,β-double unsaturated ketone or an α,β-unsaturated aldehyde using the agent according to the invention. n By using only catalytic amounts of copper and a CKW (chlorinatedhydrocarbon)-free reaction medium, the new methylation/ethylation agent/process is distinguished by its environmental compatibility and it is, for example, suitable for the production of initial products for the synthesis of biologically effective compounds.

专利号:US-5780603-A
优先权日:1996-11-15
标题:Combinatorial synthesis of carbohydrate libraries
发明人:HINDSGAUL OLE
权利人:SYNSORB BIOTECH INC
摘要:Disclosed are methods for synthesizing very large collections of diverse thiosaccaride derivatives optionally attached to a solid support. Also disclosed are libraries of diverse thiosaccaride derviatives.
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主要参考文献

参考标题:Enantioselective Construction Of Cyclobutanes: A New And Concise Approach To The Total Synthesis Of (+)-Piperarborenine B
作者:Jiang-Lin Hu,Liang-Wen Feng,Lijia Wang,Zuowei Xie,Yong Tang,Xiaoge Li |发布日期:2016.10.12
摘要:And Multisubstituted Alkenes Was Developed To Furnish Optically Active Cyclobutanes In High Yields With >99/1 Dr And Up To >99% Ee. By Application Of The Newly Developed Method, The Total Synthesis Of (+)-Piperarborenine B Was Completed In Eight Steps From Methylidenemalonate And Olefin In 17% Overall Yield With >99/1 Dr And 99% Ee.

合成参考文献


参考文献:10.1002/hlca.200390161
摘要:Chen J, Duh C, Huang H, Chen I. Cytotoxic Constituents of Piper sintenense. Helvetica Chimica Acta. 2003 Jun;86(6):2058–64. doi: 10.1002/hlca.200390161.
参考文献:10.1007/s11010-011-1040-x
摘要:Hamed YB, Medjdoub A, Kara BM, Merzouk H, Villemin D, Narce M. 5,6-Dihydro-2H-pyranones and 5,6-dihydro-2H-pyridones and their derivatives modulate in vitro human T lymphocyte function. Molecular and Cellular Biochemistry. 2011 Aug 30;360(1-2):23–33. doi: 10.1007/s11010-011-1040-x.
参考文献:10.1007/978-981-16-5422-0_190
摘要:PH K, Das S, G. D, Mahanta N. Therapeutic Implications of Piperlongumine. 2022. In: Handbook of Oxidative Stress in Cancer: Therapeutic Aspects.
参考文献:10.2991/978-94-6463-884-4_93
摘要:Islam MZ, Yasmin F, Khan MRM, Hossain MM, Kazi MAI, Rana GMM, Yeasmin MS, Zzaman W. Identification of Bioactive Volatile Components and Antioxidant Properties of Four Varieties of Black Tea Found in Bangladesh. 2025. In: Advances in Engineering Research.
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