CAS: 77-53-2; (3R,3As,6R,7R,8As)-3,6,8,8-Tetramethyloctahydro-1H-3A,7-Methanoazulen-6-Ol

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methyllithium 15-nor-3-oxo cedrane 3-Nor-cedrol 3-Norcedr-2-en-3-on(-)-α-cedrene S)-6c-phenylcarbamoyloxy-3c.6t.8.8-tetramethyl-(8arH)-°Ctahydro-3H-3at.7t-methano-azulene(8aS)-6c-phenylcarbamoyloxy-3c.6t.8.8-tetramethyl-(8arH)-°Ctahydro-3H-3at.7t-methano-azulene (+)-cedryl acetate (Cedran-8-yl)-2,3,5-tri-O-(p-nitrobenzoyl)-β-D-ribofuranosid

合成工艺路线路线简述

    Farnesyl Pyrophosphate置于cedrol Synthase Gene From The Transcriptome Of The Glandular Trichomes Of A Woody Lamiaceae Plant Leucosceptrum Canum体系中,用 Aq. Buffer 作为反应溶剂,化学反应 3.0H,反应生成 柏木脑
    参考文献:来自 Leucosceptrum Canum 腺毛的倍半萜烯环化酶的表征,用于在大肠杆菌和本氏烟草中单独生产雪松
    标题:来自 Leucosceptrum Canum 腺毛的倍半萜烯环化酶的表征,用于在大肠杆菌和本氏烟草中单独生产雪松
    摘要:Cedrol 是一种用途极为广泛的倍半萜醇,已被美国食品和药物管理局批准用作调味剂或佐剂,并已普遍用作化妆品,食品和药品中的调味成分.此外,雪松醇具有广泛的药理特性,包括镇静,抗炎和细胞毒活性.雪松醇的商业生产依赖于雪松木油的分馏,然后重结晶,关于其生物合成和合成生物学方面的报道很少.在这里,我们报告了来自木本唇形科植物 Leucosceptrum Canum 腺毛的转录组的雪松醇合酶基因 (Lc-Ceds) 的克隆和功能表征.重组 Lc-Ceds 蛋白在体外催化法呢基二磷酸转化为单产物雪松醇,表明 Lc-Ceds 是一种高保真萜烯合酶.lc-Ceds,法呢基二磷酸合酶基因和甲羟戊酸 (Mva) 途径中负责在大肠杆菌中将乙酰辅酶 A 转化为法呢基二磷酸的七个基因的共表达提供 363 μg/l 雪松醇作为摇瓶条件下的唯一产物.lc-Ceds 在本氏烟草中的瞬时表达也导致单一产品雪松醇的产量水平为
    DOI:10.1016/j.Phytochem.2019.03.009

    海关参考信息

    专利信息


    专利号:WO-2024130393-A1
    优先权日:2022-12-21
    标 题 :Nanoparticle and method of synthesis thereof
    发明人:MOSKOVCHENKO SVITLANA
    权利人:MOSKOVCHENKO SVITLANA
    摘要:The present technology relates to nanoparticles, compositions comprising said nanoparticles, and methods of synthesis of said nanoparticles; wherein the nanoparticles comprise a metal nanoparticle core, a first coating of amphiphilic molecules, and a second coating of essential oil, essential oil primary constituent, or both, which combine the antimicrobial properties of metal nanoparticles, amphiphilic molecules, and essential oil or essential oil primary constituents.

    专利号:US-8053161-B2
    优先权日:2006-09-25
    标 题 :Resist composition, resin for use in the resist composition, compound for use in the synthesis of the resin, and pattern-forming method using the resist composition
    发明人:WADA KENJI; SAEGUSA HIROSHI
    权利人:FUJIFILM CORP
    摘要:A resist composition comprises: (A) a resin capable of increasing its solubility in an alkali developer by action of an acid; (B) a compound capable of generating an acid upon irradiation with actinic ray or radiation; (C) a resin having at least one of a fluorine atom and a silicon atom; and (D) a solvent, wherein the resin (C) has a degree of molecular weight dispersion of 1.3 or less and a weight average molecular weight of 1.0×10 4 or less.

    专利号:US-9709891-B2
    优先权日:2005-12-09
    标 题:Positive resist composition, resin used for the positive resist composition, compound used for synthesis of the resin and pattern forming method using the positive resist composition
    发明人:KANDA HIROMI; KANNA SHINICHI
    权利人:FUJIFILM CORP
    摘要:A positive resist composition comprises: (A) a resin of which solubility in an alkali developer increases under an action of an acid; (B) a compound capable of generating an acid upon irradiation with actinic rays or radiation; (C) a resin having at least one of a fluorine atom and a silicon atom; and (D) a solvent; and a pattern forming method using the positive resist composition.

    专利号:US-2006223883-A1
    优先权日:2005-04-02
    标题 :Novel hydroxylated enantiomers of (-) 3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan as perfuming agents derived from a fungal fermentation process.
    发明人:RAHMAN ATTAUR; CHOUDHARY MOHAMMAD I; MUSHARRAF SYED G
    权利人:RAHMAN ATTAUR; CHOUDHARY MOHAMMAD I; MUSHARRAF SYED G
    摘要:(−) 3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan (ambrox) is a strong aromatic compound used widely in a variety of perfumery applications and is highly prized for its musky odor. We report novel polar metabolites of (−)3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan prepared by a novel process of microbial fermentation using a fungi, Fusarium lini , of unique structures that would be difficult to predict opening up the possibilities of their chemical synthesis. The polar metabolites discovered have stronger aromatic characteristics and offer a new highly prized odiferous characteristic quite different from that of the parent compound and thus can be used in the preparation of perfumes, odor-masking and other odor-management applications.

    专利号:US-2023118672-A1
    优先权日:2017-06-21
    标 题:Substituted poly(alkylene oxide) and surfactant composition
    发明人:XU FENG; AL-ANAZI FLAIYH FARHAN N
    权利人:SABIC GLOBAL TECHNOLOGIES BV
    摘要:A method for the synthesis of a substituted poly(alkylene oxide) comprises reacting a substituted alcohol of formula (1) with an alkylene oxide of formula (2) in the presence of a catalyst and under conditions effective to provide the substituted poly(alkylene oxide) of formula (3) wherein in the foregoing formulas, each R is independently hydrogen, C 1-60 alkyl, or C 3-12 cycloalkyl, ring A is cyclohexane or phenyl, each R 1 is independently hydrogen, methyl, ethyl, propyl, butyl, hexyl, decyl, dodecyl, tetradecyl, or hexadecyl, preferably hydrogen or methyl, and n is 2 to 60.

    专利号:US-2012301956-A1
    优先权日:2011-05-26
    标 题:Novel hydroxylated enantiomers of (-) 3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan as perfuming agents derived from a fungal fermentation process
    发明人:RAHMAN ATTAUR; CHOUDHARY MOHAMMAD IQBAL; MUSHARRAF SYED GHULAM; SAMI AMTUL
    权利人:RAHMAN ATTAUR; CHOUDHARY MOHAMMAD IQBAL; MUSHARRAF SYED GHULAM; SAMI AMTUL
    摘要:(−)3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan (ambrox) is a strong aromatic compound used widely in a variety of perfumery applications and is highly prized for its musky odor. We report novel polar metabolites of (−)3a,6,6,9a-tetramethylperhydronaphtho[2,1-b]furan prepared by a novel process of microbial fermentation using a fungi, Fusarium lini, of unique structures that would be difficult to predict opening up the possibilities of their chemical synthesis. The polar metabolites discovered have stronger aromatic characteristics and offer a new highly prized odiferous characteristic quite different from that of the parent compound and thus can be used in the preparation of perfumes, odor-masking and other odor-management applications.
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    主要参考文献


    1: Jin MH, Park SG, Hwang YL, Lee MH, Jeong NJ, Roh SS, Lee Y, Kim CD, Lee JH. Cedrol Enhances Extracellular Matrix Production in Dermal Fibroblasts in a MAPK-Dependent Manner. Ann Dermatol. 2012 Feb;24(1):16-21. doi: 10.5021/ad.2012.24.1.16. Epub 2012 Feb 2.
    2: Jeong HU, Kwon SS, Kong TY, Kim JH, Lee HS. Inhibitory effects of cedrol, β-cedrene, and thujopsene on cytochrome P450 enzyme activities in human liver microsomes. J Toxicol Environ Health A. 2014;77(22-24):1522-32. doi: 10.1080/15287394.2014.955906. doi: 10.1016/j.autneu.2012.01.010. Epub 2012 Feb 15. doi: 10.1186/s12936-015-0636-0.
    8: Umeno K, Hori E, Tsubota M, Shojaku H, Miwa T, Nagashima Y, Yada Y, Suzuki T, Ono T, Nishijo H. Effects of direct cedrol inhalation into the lower airway on autonomic nervous activity in totally laryngectomized subjects. Br J Clin Pharmacol. 2008 Feb;65(2):188-96. Epub 2007 Oct 22.

    合成参考文献


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