CAS: 2623-23-6; (1R,2S,5R)-2-Isopropyl-5-Methylcyclohexyl Acetate

该化合物是一种合成酯,产自月经和乙酸,通常用作调味剂和香味成分,其主要优点包括具有冷却特性的温和,新鲜的薄荷芳香,适合用于化妆品,个人护理产品和食品调味品.该化合物具有良好的稳定性和低挥发性,确保了长期感官效应.其非刺激性性质和与多种配方的兼容性增强了其在热门产品的实用性.此外,由于与纯月经相比,它具有更顺畅,不那么苛刻的薄荷特性,因此它往往被偏好于在各种工业应用中的感官特征.

结构式图片

相似化合物

89-48-5 15356-60-2 2216-51-5

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

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CAS号2216-51-5 (-)-薄荷醇 | CAS号64-19-7 冰醋酸 | CAS号108-05-4 乙酸乙烯酯 | CAS号108-24-7 乙酸酐 | CAS号75-36-5 乙酰氯 | CAS号15356-70-4 DL-薄荷醇 | CAS号102-76-1 三醋酸甘油酯 | CAS号506-96-7 乙酰溴 | CAS号136375-73-0 ((((1R,2S,5R)-2... | CAS号108-22-5 醋酸异丙烯酯 | CAS号2216-51-5 (-)-薄荷醇 | CAS号64-19-7 冰醋酸 | CAS号2216-52-6 (+)-新薄荷醇 | CAS号1753-40-8 (5R)-5-methyl-2...

合成工艺路线路线简述

    📜(1S,2R,4R)-1-Isopropyl-4-Methyl-2-(3-Methylbut-2-En-1-Yloxy)Cyclohexane置于(Phso2)2,Sodium Hydride体系中,用 四氢呋喃,二氯甲烷-D2,甲苯 用作溶剂,化学反应 27.5H,反应生成乙酸薄荷酯
    参考文献:烯丙基,甲基烯丙基,异戊烯基和甲基异戊烯基醚作为受保护的醇:在中性条件下用二苯二砜选择性裂解.
    标题:烯丙基,甲基烯丙基,异戊烯基和甲基异戊烯基醚作为受保护的醇:在中性条件下用二苯二砜选择性裂解.
    摘要:二苯二砜是一种温和有效的试剂,用于选择性裂解甲基异戊烯基(2,3-二甲基丁-2-烯-1-基),异戊二烯基(3-甲基丁-2-烯-1-基)和甲基烯丙基(2-甲基烯丙基)醚.这些反应条件与其他保护基如缩醛,乙酸酯和烯丙基,苄基和tbdms醚的存在相容.将2,3-二甲基丁-2-烯-1-基和3-甲基丁-2-烯-1-基醚暴露于二苯基二砜导致分别形成2,3-二甲基丁-1,3-二烯和异戊二烯.2-甲基烯丙基醚经历异构化为2-甲基丙烯基醚,其易于水解为相应的游离醇和异丁醛.[反应:看文字]
    Doi:10.1021/ol049135Q

    海关参考信息

    专利信息


    专利号:US-2003180804-A1
    优先权日:2001-10-29
    标题:Solid phase synthesis of chemical libraries
    发明人:PRYOR KENT E; LEWIS RONALD D; BROWN JASON W
    权利人:CORVAS INT INC
    摘要:The present invention provides compounds and compound libraries that are useful as protease modulators. The compounds and compound libraries are preferably made using the methods of the present invention which utilize peptide synthesis and combinatorial chemistry methods on a solid phase.

    专利号:US-2018312463-A1
    优先权日:2015-10-22
    标题:Synthesis of Cyclohexane Carboxamide Derivatives Useful as Sensates in Consumer Products
    发明人:YELM KENNETH EDWARD; WOS JOHN AUGUST; BUNKE GREGORY MARK; FREDERICK HEATH; HAUGHT JOHN CHRISTIAN; HOKE STEVEN HAMILTON; SREEKRISHNA KOTI TATACHAR; LIN YAKANG
    权利人:PROCTER & GAMBLE
    摘要:Synthesis methods to produce a series of carboxamides built off of an (S)-2-amino acid backbone or an (R)-2-amino acid backbone, depending upon the desired diastereomer of the end product.

    专利号:US-2022288005-A1
    优先权日:2019-07-26
    标题:Synthesis of pro-resolving analogs and compositions therefor
    发明人:VAN DYKE THOMAS E; SERHAN CHARLES N
    权利人:NOCENDRA INC
    摘要:This disclosure relates to methods of synthesizing certain lipoxin analogs (e.g., lipoxin mimetics, etc.) and pharmaceutical compositions comprising these pro-resolving compounds. Methods of administering the lipoxin mimetics (e.g., lipoxin A4 mimetics, lipoxin B4 mimetics, etc.) to patients in need thereof are also provided.

    专利号:US-2019276389-A1
    优先权日:2015-12-18
    标题:Synthesis of aryl cyclohexane ester derivatives useful as sensates in consumer products
    发明人:WOS JOHN AUGUST; YELM KENNETH EDWARD; BUNKE GREGORY MARK; FREDERICK HEATH ALAN; REILLY MICHAEL; HAUGHT JOHN CHRISTIAN; SREEKRISHNA KOTI TATACHAR; LIN YAKANG
    权利人:PROCTER & GAMBLE
    摘要:Personal care compositions, such as oral care and skin care compositions containing a flavor/perfume system comprising one or more coolants. The pleasant cool sensation provided by a coolant is enhanced in terms of quicker onset, greater intensity, impact or longer duration, which improves appeal and acceptability of the compositions to consumers.

    专利号:US-8754259-B2
    优先权日:2008-08-15
    标 题 :Synthesis of cyclohexane derivatives useful as sensates in consumer products
    发明人:YELM KENNETH EDWARD; BUNKE GREGORY MARK; HAUGHT JOHN CHRISTIAN
    权利人:PROCTER & GAMBLE; PROCTER & GAMBLE
    摘要:The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect. Preparation schemes for neoisomers of other menthyl derivatives which are useful as coolants, including esters, ethers, carboxy esters and other N-substituted carboxamides are also provided.

    专利号:US-8354530-B2
    优先权日:2005-07-28
    标 题:Process for the synthesis of rosuvastatin calcium
    发明人:ZLICAR MARKO
    权利人:LEK PHARMACEUTICALS; ZLICAR MARKO
    摘要:Present invention represents process for the preparation of HMG-CoA reductase inhibitors, in particular rosuvastatin calcium introducing L-malic acid as the source of chirality for the side chain.

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Tokuoka Y, Et Al. Enhancement In Skin Permeation Of 5-Aminolevulinic Acid Using L-Menthol And Its Derivatives.Drug Dev Ind Pharm. 2008 Jun;34(6):595-601.

    合成参考文献


    摘要:Bertau, M.; Jeromin, G. E., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 1, 164.
    摘要:Vicens, L.; Borrell, M.; Costas, M., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 125.
    摘要:Koike, T.; Akita, M., Science of Synthesis: Photocatalysis in Organic Synthesis, (2018) 1, 571.
    摘要:S13 | EUCOSMETICS | Combined Inventory of Ingredients Employed in Cosmetic Products (2000) and Revised Inventory (2006) | DOI:10.5281/zenodo.2624118
    参考文献:10.1021/ol049675n
    摘要:Hata S, Iguchi M, Iwasawa T, Yamada K, Tomioka K. Lithium amide assisted asymmetric Mannich-type reactions of menthyl acetate with PMP-aldimines. Org Lett. 2004 May 27;6(11):1721–3. doi: 10.1021/ol049675n.
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