CAS: 541-91-3; 3-Methylcyclopentadecanone

该化合物是天然产生的有机化合物,被归类为keton,主要以其粘糊味闻闻闻而闻名,成为香味工业中有价值的成分;该化合物是手性分子,是其对应体的种族混合物,有助于其复杂的气味特征;Muscone有一个相对较高的沸点,在有机溶剂中可溶解,但由于其疏水性,其溶液在水中溶解性有限;其分子结构具有长的碳链,这是许多粘糊香香的特征;除了在香水业中使用外,Muscoone还研究其在食品调味和某些动物物种中的聚苯乙烯的潜在用途;该混合物一般被确认为安全用于化妆品和个人护理产品,尽管其浓度是受管制的,以确保消费者的安全;总体而言,Musscoone是香气工业和科学研究中的一个重要化合物.

结构式图片

相似化合物

22461-89-8 589-92-4 10403-00-6

物理性质

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

3-Methylcyclohexadecanone 31446-79-4
3-Methyl-Cyclopentadecen-6-On 956-83-2
3-甲基-6-环十五碳烯-1-酮 1-Oxo-3-Methyl-Cyclopentadecen-(6) 956-83-2
环十二酮 Cyclododecanone 830-13-7
环三癸酮 Cyclotridecanone 832-10-0
环十一酮 Cycloundecanone 878-13-7
环十五烷酮 Cyclopentadecanone 502-72-7
(5E)-3-Methylcyclopentadec-5-En-1-One 101151-17-1
甲基环十五烯酮 3-Methyl-5-Cyclopentadecen-1-One 63314-79-4
3-Methylcyclopentadecanol-5-One 85037-96-3

合成工艺路线路线简述

    📜3-甲基噻吩置于乙醇,磷酸,Raney Nickel W-2,三氟乙酸酐体系中,用 乙腈 作为反应溶剂,化学反应生成 (+/-)-麝香酮
    参考文献:Ring-Closure Reactions. 16. An Improved Procedure For The Synthesis Of (2,5)Thiophenophan-1-Ones And Its Application To A Convenient Preparation Of Dl-Muscone
    标题:Ring-Closure Reactions. 16. An Improved Procedure For The Synthesis Of (2,5)Thiophenophan-1-Ones And Its Application To A Convenient Preparation Of Dl-Muscone
    摘要:
    DOI:10.1021/jo01298A029

    海关参考信息

    专利信息


    专利号:US-5936100-A
    优先权日:1996-12-16
    标 题:Synthesis of functionalized macrocycles by ring closing metathesis
    发明人:FUERSTNER ALOIS; LANGEMANN KLAUS; KINDLER NICOLE
    权利人:STUDIENGESELLSCHAFT KOHLE MBH
    摘要:The invention concerns an improved process for the preparation of macrocyclic products with 12 or more ring atoms containing one or more polar functional groups on the ring and/or one or more heteroatoms within the ring by ring closing metathesis (RCM) of suitably substituted diene precursors even if the substrates are devoid of any kind of conformational preorganization. Metal carbene complexes of Ru, Mo, W, Re, Os, which are tolerant towards the respective functional group and can either be isolated or prepared in situ are used as catalysts or catalyst precursors. Preferred catalysts or catalyst precursors are ruthenium complexes of the general type XX1LL1Ru=CRR1, wherein X, X1=halogen, L, L1=trialkylphosphine, R, R1=H, Ph, CH=CPh2 denote the most preferred embodiment. The process can be applied to the synthesis of olfactory compounds, perfumary ingredients, pheromones, crown ethers, antibiotics and pharmaceuticals for human and veterinary medicine.

    专利号:US-2014296354-A1
    优先权日:2013-04-01
    标题 :Synthesis of peptoid-based small molecular gelators from multiple component reactions
    发明人:WANG GUIJUN; MANGUNURU HARI P R
    权利人:WANG GUIJUN; MANGUNURU HARI P R; OLD DOMINION UNIV RES FOUND
    摘要:Described herein are the one-pot synthesis and characterization of a library of low molecular weight peptoid compounds that are able to form gels at room temperature. The compounds are synthesized from biologically-based starting materials, are biocompatible, and are resistant to degradation by proteases and peptidases. The compounds and gels synthesized therefrom can be used in such applications as tissue engineering, drug delivery, separation of biomolecules, and stimulus-responsive advanced materials

    专利号:WO-2020121017-A1
    优先权日:2018-12-09
    标题 :Cream synthesis from platelet mediators with herbal penetration enhancers to increase the skin's collagen
    发明人:AFRASIABIAN HAMIDOLLAH
    权利人:AFRASIABIAN HAMIDOLLAH
    摘要:This invention using complementary medicine to the synthesis of anti-aging cream which is effective, non-invasive and based on scientific principles. So, we used platelet mediators which are approved by FDA and the safe herbal penetrators with many useful properties. For the first time, the musk has been used as an effective penetration enhancer in the formulation with unexpected positive effects. The randomized clinical trial showed the final product will help the skin rejuvenation.

    专利号:US-11753417-B2
    优先权日:2019-01-17
    标 题 :Synthesis of 14-methyl-16-oxabicyclo[10.3.1]hexadec-12-ene
    发明人:GARA MOHAMAD; BECKER YIGAL
    权利人:INT FLAVORS & FRAGRANCES INC
    摘要:Disclosed is a scalable process for preparation of 14-methyl-16-oxabicyclo[10.3.1]hexadec-12-ene (BCE), a key intermediate for manufacture of fragrance ingredient 3-methylcyclopentadecenone (MUSCENONE®) and analogs through reaction of 3-Methyl-1,5-cyclopentadecanedione (MCPD) and analogs with a metal or metalloid alkoxide in high yield and purity.

    专利号:US-4296258-A
    优先权日:1979-01-26
    标 题:Process for the preparation of macrocyclic ketones
    发明人:FEHR CHARLES; OHLOFF GUENTHER; BUECHI GEORGES H
    权利人:FIRMENICH & CIE
    摘要:New process for the preparation of acetylenic macrocyclic ketones, which compounds represent useful intermediates for the synthesis of valuable perfuming ingredients, viz. muscone and EXALTONE® (cyclopentadecanone).

    专利号:CN-101239895-B
    优先权日:2008-02-20
    标 题 :(4R)-4-Methyl-15-enyl-6-hexadecanone derivatives, synthesis method and its use in the synthesis of muskone

    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


    1: Wang GY, Wang N, Liao HN. Effects of Muscone on the Expression of P-gp, MMP-9 on Blood-Brain Barrier Model In Vitro. Cell Mol Neurobiol. 2015 Nov;35(8):1105-15. doi: 10.1007/s10571-015-0204-8. Epub 2015 May 15. doi: 10.3892/ijmm.2014.1766. Epub 2014 May 2.
    3: Chen ZZ, Du SY, Lu Y, Xu P, Yang B, Liu HM. [Mechanism research of aromatics borneol and muscone]. Zhong Yao Cai. 2014 Mar;37(3):460-4. Chinese. doi: 10.1080/10286020.2014.996141. Epub 2015 Jan 6. doi: 10.1055/s-0035-1565264. Epub 2015 Oct 16. doi: 10.1371/journal.pone.0101414. eCollection 2014.
    7: Yu L, Wang N, Zhang Y, Wang Y, Li J, Wu Q, Liu Y. Neuroprotective effect of muscone on glutamate-induced apoptosis in PC12 cells via antioxidant and Ca(2+) antagonism. Neurochem Int. 2014 May;70:10-21. doi: 10.1016/j.neuint.2014.03.003. Epub 2014 Mar 15. doi: 10.1371/journal.pone.0097123. eCollection 2014.

    合成参考文献


    摘要:Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 1081
    摘要:21 CFR 582.50 (4/1/2000)
    摘要:S132 | UJIGCAPCICCS | A GC-APCI-IMS-HRMS CCS Library from Izquierdo-Sandoval et al. (2022) | DOI:10.5281/zenodo.15831151
    参考文献:10.1007/s10482-005-9049-3
    摘要:Waché Y, Husson F, Feron G, Belin JM. Yeast as an efficient biocatalyst for the production of lipid-derived flavours and fragrances. Antonie Van Leeuwenhoek. 2006 Apr;89(3-4):405–16. doi: 10.1007/s10482-005-9049-3.
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