CAS: 89-82-7; (R)-5-Methyl-2-(Propan-2-Ylidene)Cyclohexanone

该化合物是自然产生的单体酮,主要存在于薄荷和薄荷等基本油类中,其特点是薄荷,阵地芳香,广泛用作调味剂和香味中间体,显着的昆虫和驱虫特性,在农用化学应用中具有价值.它的高度纯度和稳定性确保了配方的一贯性.

结构式图片

相似化合物

89-82-7 94142-97-9 172611-72-2

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

CAS号7786-67-6 异胡薄荷醇 | CAS号491-09-8 Piperitenone | CAS号308358-04-5 (R)-Pulegone Oxide | CAS号594-19-4 叔丁基锂 | CAS号66448-75-7 2-(2-chloroprop... | CAS号37586-57-5 magnesium,2-met... | CAS号86613-13-0 2-(2-bromopropa... | CAS号235093-69-3 N-(phenylseleno... | CAS号323999-92-4 8-amino-N-pheny... | CAS号106550-07-6 2-methyl-6-phen... | CAS号491-09-8 Piperitenone | CAS号35736-66-4 (5R)-5-methyl-2... | CAS号3304-24-3 Cyclohexanone,2... | CAS号87791-00-2 2-Cyclohexen-1-... | CAS号494-90-6 薄荷呋喃 | CAS号65253-04-5 (-)-8-苯基薄荷醇 | CAS号591-24-2 3-甲基环己酮 | CAS号89-83-8 麝香草酚

合成工艺路线路线简述

  • 3391-89-7 = 89-82-7
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water; Rt
    标题:Chemoenzymatic Synthesis Of The Intermediates In The Peppermint Monoterpenoid Biosynthetic Pathway
    作者:Cheallaigh,Aisling Ni; Mansell,David J.; Toogood,Helen S.; Tait,Shirley; Lygidakis,Antonios; Et Al
    参考文献:Journal Of Natural Products 日期:2018 卷标:81(7) 页码:1546-1552]

    308358-04-5 = 89-82-7
    反应条件:1.1 Catalysts: Molybdenum Hexacarbonyl Solvents: Benzene; Reflux
    标题:Hexacarbonylmolybdenum
    作者:Faller,John W.; Brummond,Kay M.; Mitasev,Branko
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2006 卷标:1 页码:1-9]

    491-09-8 = 89-82-7
    反应条件:1.1 Reagents: Sodium Tert-Butoxide,Hydrogen Catalysts: Cuprous Chloride,1,1′-(4R)-[4,4′-Bi-1,3-Benzodioxole]-5,5′-Diylbis[1,1-Bis[3,5-Bis(1,1-Dimethylet... Solvents: Isopropanol; 24 H,5.0 Mpa,50 °C
    标题:Asymmetric Synthesis Of L-Menthol
    作者:Wang,Lin; Li,Huanyong; Tan,Wei; Wang,Sanyong; Li,Chunrong; Et Al
    参考文献:Yingyong Huaxue 日期:2015 卷标:32(6) 页码:641-646]

    29606-79-9 = 89-82-7
    反应条件:1.1 Catalysts: Pulegone δ4,8-Reductase
    标题:Glandular Trichome Specificity Of Menthol Biosynthesis Pathway Gene Promoters From Mentha X Piperita
    作者:Qamar,Nida; Pandey,Mytrai; Vasudevan,Madavan; Kumar,Ashish; Shasany,Ajit Kumar
    参考文献:Planta 日期:2022 卷标:256(6)]

    799292-75-4 = 89-82-7
    反应条件:1.1 Reagents: Urea Nitrate Solvents: Acetonitrile,Water; 2 Min,Rt
    标题:Deprotection Of Oximes Using Urea Nitrate Under Microwave Irradiation
    作者:Perumal,P. T.; Anniyappan,M.; Muralidharan,D.
    参考文献:Journal Of Chemical Sciences (Bangalore 日期:2004 卷标:116(5) 页码:261-264]

    94994-46-4 = 89-82-7 + 94994-48-6 + 94994-47-5
    反应条件:1.1 Reagents: Triethylamine
    标题:Synthesis With Hypochlorous Acid. Conversion To Pulegone And Isopulegol To Menthofuran. Preparation Of 3,6-Dimethyl-2,6-Cycloheptadien-1-One From Phorone
    作者:Hegde,Shridhar G.; Beckwith,David; Doti,Robert; Wolinsky,Joseph
    参考文献:Journal Of Organic Chemistry 日期:1985 卷标:50(6) 页码:894-6]

    15321-51-4 + 89-82-7 = 89-82-7 [标题:Reaction Conditions
    标题:Nonacarbonyldiiron
    作者:Samson,Sylvie; Stephenson,G. Richard
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001 卷标:1 页码:1-8]

    308358-04-5 = 89-82-7
    反应条件:1.1 Catalysts: Molybdenum Hexacarbonyl Solvents: Benzene; Reflux
    标题:Hexacarbonylmolybdenum
    作者:Faller,John W.; Brummond,Kay M.; Mitasev,Branko
    参考文献:E-Eros Encyclopedia Of Reagents For Organic Synthesis 日期:2001
(R)-(+)-Pulegone Semicarbazone置于盐酸体系中,用 1,4-二氧六环 作为反应溶剂,化学反应 8.0H,以64%的收率获得产物长叶薄荷酮
参考文献:钌催化的腈水合反应和δ-酮腈向烯内酰胺的转化:(-)-Pumiliotoxin C的全合成
标题:钌催化的腈水合反应和δ-酮腈向烯内酰胺的转化:(-)-Pumiliotoxin C的全合成
摘要:通过使用ruh 2(pph 3)4催化剂反应生成相应的酰胺,可以有效地用1-2当量的水进行腈水合.在相似的反应条件下,δ-乙腈可以转化为相应的烯-内酰胺,它们是通用的合成中间体.通过(-)-Pumiliotoxin C的短步合成证明了反应的效率.
DOI:10.1016/s0040-4020(01)81902-5

海关参考信息

专利信息


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:WO-9741109-A1
优先权日:1996-04-26
标 题 :Synthesis of (±) - calicheamicinone, precursors, intermediates and derivatives
发明人:CLIVE DERRICK L J; DAIGNEAULT SYLVAIN; BO YUNXIN; TAO YONG
权利人:UNIV ALBERTA; CLIVE DERRICK L J; DAIGNEAULT SYLVAIN; BO YUNXIN; TAO YONG
摘要:This invention relates to calicheamicinone and related compounds, and processes for the preparation of these compounds and derivatives or analogs thereof. Many of the products that can be synthesized using these compounds have antibiotic activity including, but not limited to, anticancer, antifungal or antimicrobial activity.

专利号:US-6809195-B1
优先权日:2000-08-16
标 题:Process for the preparation of oligonucleotides
发明人:SANGHVI YOGESH S; SONG QUANLAI
权利人:ISIS PHARMACEUTICALS INC
摘要:The present invention discloses methods for synthesizing oligomeric compounds. The methods include a modified phosphoramidite protocol wherein the oxidation and capping steps are combined into a single step. The methods result in increased efficiency and are especially amenable to the large scale synthesis of oligomeric compounds.

专利号:WO-9950216-A1
优先权日:1998-03-31
标 题 :Novel chiral inducers, preparation method, use in asymmetrical synthesis and resulting products
发明人:DUHAMEL PIERRE; DUHAMEL LUCETTE; MEYER LUC; POIRIER JEAN-MARIE
权利人:CENTRE NAT RECH SCIENT
摘要:The invention concerns novel chiral inducers of formula (I) wherein Y is selected among a hydrogen atom, an alkyl radical, a hydroxyl function, a -O-SiR'3 radical, a -SR' radical, or a -NR'2 radical, where R' is an alkyl radical, n is 0 or 1, and R is selected among an alkyl radical, an aryl radical, a SR' radical, or an OR' radical. The invention also concerns a method for obtaining said chiral inducers, their use in asymmetric synthesis and the resulting synthesised products. Said chiral inducers can be used in particular in synthesis processes of chiral alpha-substituted amines.

专利号:US-2022162180-A1
优先权日:2020-11-24
标题 :Cannabinol-o-acetate synthesis, compositions, and methods of use
发明人:OPPERMAN ROBERT; BRISSETTE QUINCY ALEXANDER
权利人:Marquette Analytica
摘要:A cannabinol derivative, cannabinol-o-acetate, synthesis, compositions comprising the same, and methods of use.

专利号:US-2022169626-A1
优先权日:2020-12-01
标题 :Cannabichromene-o-acetate synthesis, compositions, and methods of use
发明人:OPPERMAN ROBERT
权利人:Marquette Analytica
摘要:A cannabichromene derivative, cannabichromene-o-acetate, synthesis, compositions comprising the same, and methods of use.
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主要参考文献


1: Choi YY, Kim MH, Lee H, Jo SY, Yang WM. (R)-(+)-pulegone suppresses allergic and inflammation responses on 2,4-dinitrochlorobenzene-induced atopic dermatitis in mice model. J Dermatol Sci. 2018 Jun 12. pii: S0923-1811(18)30245-7. doi: 10.1016/j.jdermsci.2018.06.002. [Epub ahead of print] pii: E1805. doi: 10.3390/ijms19061805. doi: 10.1155/2018/8347403. eCollection 2018.
4: Khodja NK, Boulekbache L, Chegdani F, Dahmani K, Bennis F, Madani K. Chemical composition and antioxidant activity of phenolic compounds and essential oils from Calamintha nepeta L. J Complement Integr Med. 2018 May 24. pii: /j/jcim.ahead-of-print/jcim-2017-0080/jcim-2017-0080.xml. doi: 10.1515/jcim-2017-0080. [Epub ahead of print] doi: 10.1021/acscatal.7b04115. Epub 2018 Jan 24.
6: Souldouzi R, Razi M, Shalizar Jalali A, Jalilzadeh-Amin G, Amani S. Effect of (R)-(+) Pulegone on Ovarian Tissue; Correlation with Expression of Aromatase Cyp19 and Ovarian Selected Genes in Mice. Cell J. 2018 Jul;20(2):231-243. doi: 10.22074/cellj.2018.4798. Epub 2018 Mar 18.

合成参考文献


摘要:Comptes Rendus Hebdomadaires des Seances, Academie des Sciences., 236(633), 1953 []
摘要:Lewis RJ Sr; Hawley's Condensed Chemical Dictionary15th ed., New York, NY: John Wiley & Sons, Inc. p. 1056 (2007)
摘要:
摘要:Avery ML et al; Crop Protection 15 (5); 461-464 (1996)
摘要:Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 7-4, 7-5, 8-12 (1990)
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