CAS: 21747-46-6; (1Ar,7R,7As,7Br)-1,1,4,7-Tetramethyl-1A,2,3,5,6,7,7A,7B-Octahydro-1H-Cyclopropa[e]Azulene

该化合物是一种含有分子式C15H24的丙基丙烯化合物,按双环丙烯分类,在各种基本油类中,特别是在Ledum Palustre和其他芳香植物中,发现一种自然产生的. (+)-Ledene表现出一种独特的木质,土质芳香,使其在香味和口味应用中具有价值.其稳定的双环结构有助于其在有机合成中的用途,成为更复杂的梯类衍生物的中间体.该化合物的特点是高纯度和一贯质量,确保研究和工业应用中的再生性. (+)-Ledene还就其潜在的生物活性特性,包括抗微生物和抗炎效应进行了研究.

结构式图片

上下游产品

(+)-aromadendrene 1pittosporanoside A1 (+)-aromadendrene (+)-bicyclogermacrene (10)-en-9-onearomadendr-1(10)-en-9-one

合成工艺路线路线简述

    📜Bicyclogermacrene置于potassium Hydrogensulfate,Potassium Thioacyanate体系中,用 氯仿 用作溶剂,化学反应 0.08H,以52%的收率获得(+)-喇叭烯
    参考文献:通过平台萜烯(+)-Bicyclogermacrene仿生合成(+)-Ledene,(+)-Viridiflorol,(-)-Palustrol,(+)-Spathulenol以及psiguadial A,C和d
    标题:通过平台萜烯(+)-Bicyclogermacrene仿生合成(+)-Ledene,(+)-Viridiflorol,(-)-Palustrol,(+)-Spathulenol以及psiguadial A,C和d
    摘要:(+)-Bicyclogermacrene是在几种精油中发现的一种紧张的双环和倍半萜烯.据报道,短短且高收率的双环锗烷的合成分七个步骤进行.该萜烯用作仿生进入几种芳香树烯倍半萜的关键平台中间体,如香豆素,Viridiflorol,Palestrol和spathulenol.此外,双环germacrene被证明是合成异丙基萜类化合物a,C和d中的萜烯成分.
    Doi:10.1002/chem.201403082

    海关参考信息

    专利信息


    专利号:US-8759632-B2
    优先权日:2005-07-05
    标 题 :Polynucleotides encoding isoprenoid modifying enzymes and methods of use thereof
    发明人:RO DAE-KYUN; NEWMAN KARYN; PARADISE ERIC M; KEASLING JAY D; OUELLET MARIO; EACHUS RACHEL; HO KIMBERLY; HAM TIMOTHY
    权利人:RO DAE-KYUN; NEWMAN KARYN; PARADISE ERIC M; KEASLING JAY D; OUELLET MARIO; EACHUS RACHEL; HO KIMBERLY; HAM TIMOTHY; UNIV CALIFORNIA
    摘要:The present invention provides isolated nucleic acids comprising nucleotide sequences encoding isoprenoid modifying enzymes, as well as recombinant vectors comprising the nucleic acids. The present invention further provides genetically modified host cells comprising a subject nucleic acid or recombinant vector. The present invention further provides a transgenic plant comprising a subject nucleic acid. The present invention further provides methods of producing an isoprenoid compound, the method generally involving culturing a subject genetically modified host cell under conditions that permit synthesis of an isoprenoid compound modifying enzyme encoded by a subject nucleic acid.

    专利号:US-4107176-A
    优先权日:1976-04-23
    标题:Mono-N-tosylsulfimides, their preparation and their reaction products
    发明人:EVANS DAVID H; GREENWALD RICHARD B
    权利人:POLAROID CORP
    摘要:This application is directed to cycloalkanes containing the moiety -SO2-CH2-X- wherein X represents +TR wherein R is hydrogen or alkyl and R' is alkyl and to the preparation of these compounds which find utility as silver halide complexing agents. This application is also concerned with cycloalkanes containing the moiety useful as intermediates in the preparation of the aforementioned compounds. Also included within the confines of this disclosure are the 2-thioether-substituted derivatives of certain of the above-identified cycloalkanes and with the synthesis of all of these compounds.

    专利号:US-2019029993-A1
    优先权日:2017-07-26
    标 题 :Quality of life extension therapies relating to aging, food allergies, pain and reduced vigor by managing molecular, cellular and subcellular biochemical requirements of mitochondria and other organelle processes
    发明人:POSTREL RICHARD
    权利人:POSTREL RICHARD
    摘要:This invention provides compositions, systems and methods that improve and/or optimize the health and performance of animals, especially mammals including humans, canines, equines, felines, etc. Key aspects of the principle invention and its parts include the monitoring, management and modulation of the body's natural cannabinoid systems through its native mechanisms thereby optimizing its processes by supplementation with endogenously occurring components and/or by administering synthetic compounds. The invention selects from multiple available resources to modify and/or rebalance an individual system or it may be applied across interconnected systems. The encompassing system that is intricately involved in the operations and intensities, e.g., the balancing of most other systems of our bodies, relates to cannabinoid compounds and their receptors. The cannabinoid pathways can be coordinated in rebalancing multiple and various metabolic pathways. Compositions comprising compounds that slow degradation of native endocannabinoids, that stimulate their production and/or compounds that act on cannabinoid receptors within the body are featured in systems and methods of this invention. The activated and rebalanced cannabinoid systems then become adept at modulating and the rebalancing of the numerous systems in which they participate to improve one or more systems including, but not limited to: normal and/or abnormal stresses of life, environmental influences, genomic or epigenomic irregularities and/or normal or accentuated processes of aging. Specifically targeted systems may include, but are not limited to, those involved in: cellular and/or mitochondrial metabolism, corticosteroid synthesis and effects, appetite, allergy and immunity, sleep and waking, etc. Practicing the invention selects from multiple approaches that may be used independently or in concert to compensate for a variety of concerns. Supplementing dietary intake to rebalance metabolism and/or its metabolic responses—including immunogenic or allergic responses to pathogenic and/or environmental stresses is one focus. Additional features of the invention may include: compensating for failing or decreasing androgen hormone levels as an animal continues to age, rebalancing the organism's metabolism through providing mitochondrial supplements, and serially revisiting effects of the early stages of treatment to redirect or improve activity of all aspects of life and metabolism.

    专利号:US-2019030044-A1
    优先权日:2017-07-26
    标 题:Human life extension therapy through molecular, cellular and subcellular management of biochemical requirements of mitochondria and of other organelle processes associated with the advent of disease and/or aging
    发明人:POSTREL RICHARD
    权利人:POSTREL RICHARD
    摘要:This invention provides compositions, systems and methods that improve and/or optimize the health and performance of animals, especially mammals including humans, canines, equines, felines, etc. Key aspects of the principle invention and its parts include the monitoring, management and modulation of the body's natural cannabinoid systems through its native mechanisms thereby optimizing its processes by supplementation with endogenously occurring components and/or by administering synthetic compounds. The invention selects from multiple available resources to modify and/or rebalance an individual system or it may be applied across interconnected systems. The encompassing system that is intricately involved in the operations and intensities, e.g., the balancing of most other systems of our bodies, relates to cannabinoid compounds and their receptors. The cannabinoid pathways can be coordinated in rebalancing multiple and various metabolic pathways. Compositions comprising compounds that slow degradation of native endocannabinoids, that stimulate their production and/or compounds that act on cannabinoid receptors within the body are featured in systems and methods of this invention. The activated and rebalanced cannabinoid systems then become adept at modulating and the rebalancing of the numerous systems in which they participate to improve one or more systems including, but not limited to: normal and/or abnormal stresses of life, environmental influences, genomic or epigenomic irregularities and/or normal or accentuated processes of aging. Specifically targeted systems may include, but are not limited to, those involved in: cellular and/or mitochondrial metabolism, corticosteroid synthesis and effects, appetite, allergy and immunity, sleep and waking, etc. Practicing the invention selects from multiple approaches that may be used independently or in concert to compensate for a variety of concerns. Supplementing dietary intake to rebalance metabolism and/or its metabolic responses—including immunogenic or allergic responses to pathogenic and/or environmental stresses is one focus. Additional features of the invention may include: compensating for failing or decreasing androgen hormone levels as a human continues to age, rebalancing the organism's metabolism through providing mitochondrial supplements, and serially revisiting effects of the early stages of treatment to redirect or improve activity of all aspects of life and metabolism.

    专利号:US-2020078333-A1
    优先权日:2016-12-21
    标 题 :Healthier Aging in Domesticated Animals
    发明人:POSTREL RICHARD
    权利人:POSTREL RICHARD
    摘要:This invention provides compositions, systems and methods that improve and/or optimize the health and performance of animals, especially mammals including humans, canines, equines, felines, etc. Key aspects of the principle invention and its parts include the monitoring, management and modulation of the body's natural cannabinoid systems through its native mechanisms thereby optimizing its processes by supplementation with endogenously occurring components and/or by administering synthetic compounds. The invention selects from multiple available resources to modify and/or rebalance an individual system or it may be applied across interconnected systems. The encompassing system that is intricately involved in the operations and intensities, e.g., the balancing of most other systems of our bodies, relates to cannabinoid compounds and their receptors. The cannabinoid pathways can be coordinated in rebalancing multiple and various metabolic pathways. Compositions comprising compounds that slow degradation of native endocannabinoids, that stimulate their production and/or compounds that act on cannabinoid receptors within the body are featured in systems and methods of this invention. The activated and rebalanced cannabinoid systems then become adept at modulating and the rebalancing of the numerous systems in which they participate to improve one or more systems including, but not limited to: normal and/or abnormal stresses of life, environmental influences, genomic or epigenomic irregularities and/or normal or accentuated processes of aging. Specifically targeted systems may include, but are not limited to, those involved in: cellular and/or mitochondrial metabolism, corticosteroid synthesis and effects, appetite, allergy and immunity, sleep and waking, etc. Practicing the invention selects from multiple approaches that may be used independently or in concert to compensate for a variety of concerns. Supplementing dietary intake to rebalance metabolism and/or its metabolic responses—including immunogenic or allergic responses to pathogenic and/or environmental stresses is one focus. Additional features of the invention may include: compensating for failing or decreasing androgen hormone levels as an animal continues to age, rebalancing the organism's m

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    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: Tran DN, Cramer N. Biomimetic synthesis of (+)-ledene, (+)-viridiflorol, (-)-palustrol, (+)-spathulenol, and psiguadial A, C, and D via the platform terpene (+)-bicyclogermacrene. Chemistry. 2014 Aug 18;20(34):10654-60. doi: 10.1002/chem.201403082. Epub 2014 May 27.
    4: Himanen SJ, Blande JD, Klemola T, Pulkkinen J, Heijari J, Holopainen JK. Birch (Betula spp.) leaves adsorb and re-release volatiles specific to neighbouring plants--a mechanism for associational herbivore resistance? New Phytol. 2010 May;186(3):722-32. doi: 10.1111/j.1469-8137.2010.03220.x. Epub 2010 Mar 10.
    6: Lee CK. A New Norlupene from the Leaves of Melaleuca leucadendron. J Nat Prod. 1998 Mar 27;61(3):375-6. doi: 10.21010/ajtcam.v14i1.4505. eCollection 2017.

    合成参考文献


    参考文献:10.1093/chromsci/46.2.157
    摘要:Ozel MZ, Gogus F, Lewis AC. Composition of Eucalyptus camaldulensis Volatiles Using Direct Thermal Desorption Coupled with Comprehensive Two-Dimensional Gas Chromatography--Time-of-Flight-Mass Spectrometry. Journal of Chromatographic Science. 2008 Feb 01;46(2):157–61. doi: 10.1093/chromsci/46.2.157.
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