CAS: 2216-52-6; (1S,2S,5R)-2-Isopropyl-5-Methylcyclohexanol

该化合物是一种单体酒精,一种以(+)光学旋转为特征的美甲醇立体异构体,一种在薄荷和玉米mint等基本油类中发现的自然发生的化合物,一种C10H20O分子配方,它表现出一种清新,薄荷味和冷却特性,尽管不如其更常见的异构体(-)美甲醇那么明显. (+)-Neomenthol由于其温和感官特征,在口味和香味工业中广泛使用,使之适合需要细微薄记的用途.它也是有机合成和制药研究的中间体,其高纯度和立体化学特性使得对手工业化学学和红外代谢学的研究很有价值.

结构式图片

相似化合物

89-78-1 15356-60-2 2216-51-5

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

CAS号27374-00-1 (-)-neomenthyl ... | CAS号10458-14-7 薄荷酮 | CAS号89-82-7 蒲勒酮, 胡薄荷酮,长叶薄荷酮 | CAS号499781-61-2 (6S)-6-isoprope... | CAS号106137-43-3 menthyl formate | CAS号106137-44-4 2-isopropyl-5-m... | CAS号106137-45-5 (1S,2S,5R)-2-is... | CAS号2216-51-5 (-)-薄荷醇 | CAS号89-83-8 麝香草酚 | CAS号10458-14-7 薄荷酮 | CAS号1196-31-2 (+)-异薄荷酮 | CAS号2216-51-5 (-)-薄荷醇 | CAS号89-48-5 乙酸薄荷酯 | CAS号500-00-5 para-3-menthene | CAS号5745-51-7 (2,4,6-trimethy... | CAS号4277-14-9 Cyclohexanol,5-...

合成工艺路线路线简述

    📜L-薄荷醇置于甲醇,偶氮二甲酸二异丙酯,Copper (I) Acetate,三苯基膦体系中,用 四氢呋喃,氯仿 用作溶剂,化学反应 139.0H,反应生成(1Alpha,2Alpha,5β)-(+-)-5-甲基
    参考文献:吡啶甲酸作为mitsunobu反应的伴侣:随后在甲醇溶液中,基本上在中性条件下用乙酸铜水解吡啶甲酸酯
    标题:吡啶甲酸作为mitsunobu反应的伴侣:随后在甲醇溶液中,基本上在中性条件下用乙酸铜水解吡啶甲酸酯
    摘要:研发了在mitsunobu反应中使用吡啶甲酸和6-甲基吡啶甲酸.这些底物是mitsunobu反应的极好伙伴,并提供了额外的优势,即所产生的酯可以在基本中性的条件下使用cu(oac)2和甲醇裂解.
    Doi:10.1016/s0040-4039(99)00332-9

    海关参考信息

    专利信息


    专利号:US-2024083829-A1
    优先权日:2020-12-31
    标 题:Process for the asymmetric synthesis of isopiperitenol
    发明人:LIST BENJAMIN; GRIMM JOYCE; ZHOU HUI; LIU LUPING; ZWERSCHKE ALEXANDER
    权利人:STUDIENGESELLSCHAFT KOHLE GGMBH
    摘要:The present invention refers to a process for the asymmetric synthesis of isopiperitenol and successor compounds.

    专利号:US-10022366-B2
    优先权日:2013-04-23
    标 题:Extending and maintaining micropore viability of microneedle treated skin with lipid biosynthesis inhibitors for sustained drug delivery
    发明人:STINCHCOMB AUDRA L; GHOSH PRIYANKA
    权利人:STINCHCOMB AUDRA L; GHOSH PRIYANKA; UNIV MARYLAND; UNIV KENTUCKY RES FOUND
    摘要:Microneedles and their use as a physical skin permeation enhancement technique facilitate drug delivery across the skin in therapeutically relevant concentrations. Micropores created in the skin by MNs reseal because of normal healing processes of the skin, thus limiting the duration of the drug delivery window. Pore lifetime enhancement strategies can increase effectiveness of MNs as a drug delivery mechanism by prolonging the delivery window. Fluvastatin (FLU) was used to enhance pore lifetime by inhibiting the synthesis of cholesterol, a major component of the stratum corneum lipids. The skin recovered within a 30-45-min time period following the removal of occlusion, and there was no significant irritation observed due to the treatment compared to the control sites. Thus, it can be concluded that localized skin treatment with FLU can be used to extend micropore lifetime and deliver drugs for up to 7 days across MN-treated skin.

    专利号:US-3962341-A
    优先权日:1973-02-06
    标 题:Production of piperitenone
    发明人:GOETZ NORBERT
    权利人:BASF AG
    摘要:A process for the production of piperitenone by heating 3,3-dimethylacrolein in the presence of an acid. Piperitenone is a valuable intermediate for the synthesis of menthol which is much sought after for cosmetic and pharmaceutical purposes.

    专利号:WO-2012152438-A1
    优先权日:2011-05-11
    标题 :Process for the preparation of nitrate acid ester of organic compounds
    发明人:BONFANTI ANNALISA; STORONI LAURA; RONSIN GAEL
    权利人:NICOX SA; BONFANTI ANNALISA; STORONI LAURA; RONSIN GAEL
    摘要:The present invention relates to a one-step process for the synthesis of nitric acid esters or 15 N isotopically labeled nitrate esters of organic compounds starting from the correspondent alcohols. Formula (I).

    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.

    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]: Hwa-Won Lee, Et Al. Acaricidal Potency Of Active Constituent Isolated From Mentha Piperita And Its Structural Analogs Against Pyroglyphid Mites. Journal Of The Korean Society For Applied Biological Chemistry Volume, 2015, 58, 97-602.

    合成参考文献


    摘要:Kashemirov, B. A.; Błażewska, K.; Justyna, K.; Lyu, J.; McKenna, C. E., Science of Synthesis Knowledge Updates, (2021) 1, 402.
    摘要:Quarterly Journal of Pharmacy & Pharmacology., 5(233), 1932
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