CAS: 2244-16-8; (S)-2-Methyl-5-(Prop-1-En-2-yl)Cyclohex-2-Enone

该化合物是一种自然产生的单体骨质酮,主要见于caraway和dill,以其独特的caraway类芳香闻名.作为(+)对丙酮的配方,它具有人性特质,在非对称合成和口味/香味/香味应用中具有价值,其高纯度和一贯质量确保制药中间体,农用化学品和基本油配方的可靠性能.(S-(+)-carvone由于其立体化学特性,还被用作有机合成的手性建筑块.该化合物的稳定性和低毒性进一步提高了其研究和工业用途的适宜性.其自然来源和对应性纯度使它成为需要精确分子配置的应用的首选.

结构式图片

相似化合物

6485-40-1 99-49-0 99-48-9

欧盟法规

统一分类与标签欧盟化妆品法规附录三-限用物质清单REACH注册ECHA物质ECHA物质工作场所安全标识要求C&L通报REACH预注册废弃物危险特性清单

上下游产品

CAS号503-93-5 2,6,6-三甲基-2,4-环... | CAS号499-75-2 香芹酚 | CAS号74105-52-5 (S)-8-methoxy-p... | CAS号108244-69-5 carvacrol β-hyd... | CAS号7712-46-1 8-hydroxycarvot... | CAS号499-69-4 (1Alpha,2beta,5... | CAS号18457-34-6 2,2'-Dimethyl-5... | CAS号487-79-6 海藻酸(mM/ml) | CAS号99-48-9 L-香芹醇,顺反异构体混合物 | CAS号32222-06-3 骨化三醇

合成工艺路线路线简述

    (-)-香芹酚置于chromium(Vi) Oxide,盐酸,Sodium Dithionite,四丁基溴化铵,水,Sodium Ethanolate,乙酸酐,碳酸氢钠,L-Proline Lithium Salt体系中,用 四氢呋喃,乙醇,二氯甲烷,水,甲苯 用作溶剂,化学反应 28.33H,反应生成右旋香芹酮
    参考文献:Dauben-michno Oxidative Transposition Of Allylic Cyanohydrins-Enantiomeric Switch Of (-)-Carvone To (+)-Carvone*based On The 2010 Bader Award Lecture.
    标题:Dauben-michno Oxidative Transposition Of Allylic Cyanohydrins-Enantiomeric Switch Of (-)-Carvone To (+)-Carvone*based On The 2010 Bader Award Lecture.
    摘要:烯丙基氰醇在低温下经过dauben-Michno氧化反应,可以得到非常好至优异产率的β-氰基烯酮.通过将(-)-薄荷醛转化为其对映体来测试这种氧化转位作为含有潜在对称面的烯酮的对映异构体转换的潜力.
    Doi:10.1139/v11-026

    海关参考信息

    专利信息


    专利号:US-8507562-B2
    优先权日:2004-07-07
    标 题 :Synthesis of (1)-beta-elemene, (-)-beta-elemenal, (-)-beta-elemenol, (-)-beta-elemene fluoride and their analogues, intermediates, and composition and uses thereof
    发明人:HUANG LAN
    权利人:HUANG LAN; HYWE PHARMACEUTICALS INC
    摘要:The present invention provides convergent processes for preparing (−)-beta-elemene, (−)-beta-elemenal, (−)-beta-elemenol, and (−)-beta-elemene fluoride and analogues thereof. Also provided are intermediates useful for preparing (−)-beta-elemene. The present invention further provides novel compositions based on analogues of (−)-beta-elemene, (−)-beta-elemenal, (−)-beta-elemenol, (−)-beta-elemene fluoride and methods for the treatment of cancer, such as brain tumor, lung cancer, breast cancer, prostate cancer, ovarian cancer, colorectal cancer, gastric intestional cancer, and stomach cancer. n The inventors propose a combination therapy using 1) one or more of the following anti-cancer agents: including, but not limited to, Cisplatin, 5-FU, Taxol, Taxol derivatives, and any anti-cancer agent, and 2) one or more of the following (−)-beta-elemene and its analogs, including (−)-beta-elemene, (−)-beta-elemenal, (−)-beta-elemenol, (−)-beta-elemene fluoride, and their analogs, and (−)-beta-elemene's intermediate in its chemical synthesis, for the treatment of cancer, especially for the treatment of brain tumor, lung cancer, ovarian cancer, bladder cancer, cervical cancer, colon cancer, breast cancer, and prostate cancer.

    专利号:US-2006014987-A1
    优先权日:2003-07-07
    标 题:Synthesis of beta-elemene, intermediates thereto, analogues and uses thereof
    发明人:HUANG LAN
    权利人:HUANG LAN
    摘要:The present invention provides convergent processes for preparing beta-elemene, and analogues thereof. Also provided are analogues related to beta-elemene and intermediates useful for preparing the same. The present invention further provides novel compositions based on analogues of beta-elemene and methods for the treatment of cancer, such as brain tumor, lung cancer, colorectal cancer, gastric intestional cancer, and stomach cancer.

    专利号:US-2009137828-A1
    优先权日:2005-08-18
    标 题 :Synthesis of 1A-Fluoro-25-Hydroxy-16-23E-Diene-26,27-Bishomo-20-Epi-Cholecalciferol
    发明人:USKOKOVIC MILAN R; MARCZAK STANISLAW; LOO RALF; VAN DER SLUIS MARCEL; JANKOWSKI PAWEL; MAEHR HUBERT
    权利人:BIOXELL SPA
    摘要:The invention provides a method of producing 20-methyl vitamin D3 compounds of formula (I). The method includes allylic and olefin oxidation, de-carbonylation, carbonyl reduction, fluoride substitution, epoxide deoxygenation, and Wittig-type couplings.

    专利号:US-11168064-B2
    优先权日:2017-03-27
    标 题:Synthesis of thapsigargin, nortrilobolide, and analogs thereof
    发明人:EVANS P ANDREW; CHEN DEZHI
    权利人:UNIV KINGSTON
    摘要:The present invention relates to the preparation of compounds of Formula I, including thapsigargin, nortrilobolide and 8-O-debutanoyl-thapsigargin from commercially available (R)-(−)-carvone via synthetic intermediate compound of formula 12 by pinacol coupling and in situ lactonization.

    专利号:WO-2019080686-A1
    优先权日:2017-10-26
    标 题:Entecavir intermediate and synthesis method thereof, and synthesis method of entecavir
    发明人:JIN YEHUA; QIU FAYANG; XU HUA; WANG FANG
    权利人:LAUNCH PHARMA TECH LTD
    摘要:The present invention relates to a entecavir intermediate, a method of preparing the intermediate and a method for preparing entecavir using the intermediate. The methods of synthesizing entecavir and its intermediate according to the present invention have advantages in terms of controllable chirality, high yield and high product purity. In addition, the raw materials have many sources, the reagents are inexpensive and readily available, the reaction is simple, and the procedure is simple, environmentally friendly and suitable for production on an industrial scale.

    专利号:WO-0007607-A1
    优先权日:1998-08-04
    标 题:Nutrient and therapeutic compositions for the treatment of cancer
    权利人:KOSBAB JOHN V
    摘要:This invention relates to nutrient and therapeutic compositions for the treatment of cancer symptoms and conditions. Compositions of this invention contain a mixture of antioxidants, components that promote collagen maintenance and synthesis, components that regulate blood lipids, glucose and/or insulin, and lower homocysteine levels. Compositions also provide supplementation for nutrient (vitamin, mineral and cofactor) deficiencies to restore and maintain normal biochemical function. Cancer formulations, particularly those adapted for treatment of female cancers, can be combined with components that provide benefit in osteoporosis.
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    合成参考文献


    摘要:Fringuelli, F.; Piermatti, O.; Pizzo, F.; Vaccaro, L., Science of Synthesis, (2010) 47, 682.
    摘要:Wang, K.; Wang, J., Science of Synthesis, (2022) , 30.
    摘要:Nicasio, M. C.; Belderrain, T. R., Science of Synthesis: C-1 Building Blocks in Organic Synthesis, (2013) 2, 145.
    摘要:R.I. Zalewski and G.E. Dunn. Can. J. Chem. 47, 2263 (1969).
    摘要:Bertrand, X.; Paquin, J.-F., Science of Synthesis: Modern Strategies in Organofluorine Chemistry, (2025) 2.
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