CAS: 126-91-0; (R)-3,7-Dimethylocta-1,6-Dien-3-Ol

该化合物是一种在各种基本油类中,包括紫色和薄荷中自然产生的脂醇,其特点是花粉芳香,使其在香水,化妆品和调味品中成为流行成分.化学文摘社,(-)-Linalool是一个手艺化合物,存在于两种对应形式的化学品中,其(-)-对映性剂在性质上更为普遍.C10H18O分子配方,并具有氢氧化物组的特点,有助于其在极地溶剂中的再活性和溶性. (-)-Linalool展示了各种生物活动,包括抗微生物,抗氟和...

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78-70-6 126-90-9 7212-44-4

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统一分类与标签REACH注册ECHA物质工作场所安全标识要求ECHA物质C&L通报REACH预注册

上下游产品

linalyl chloride Toluene-4-sulfonic acid (2R,3R)-3-methyl-3-(4-methyl-pent-3-enyl)-oxiranylmethyl ester methyl esterToluene-4-sulfonic acid 3-methyl-3-(4-methylpent-3-enyl)oxiran-2-ylmethyl ester (R)-Benzyl linalyl ether 2-methyl-5-(2'-propyl-2'-hydroxy)-2-vinyltetrahydrofuran 2,6-dimethyl-1,3,7-°Ctatriene 2,7-Dimethyl-1,4,6-°Ctatrien geranyl bromide

合成工艺路线路线简述

    香叶醇置于titanium(Iv) Isopropylate,叔丁基过氧化氢,4-二甲氨基吡啶,Sodium Hydroxide,碲化氢,4 A Molecular Sieve,Sodium Formaldehyde Sulfoxylate,D-(-)-酒石酸二异丙酯,三乙胺体系中,用 四氢呋喃,二氯甲烷 用作溶剂,化学反应 5.0H,反应生成(R)-芳樟醇
    参考文献:A Tellurium Transposition Route To Allylic Alcohols: Overcoming Some Limitations Of The Sharpless-Katsuki Asymmetric Epoxidation
    标题:A Tellurium Transposition Route To Allylic Alcohols: Overcoming Some Limitations Of The Sharpless-Katsuki Asymmetric Epoxidation
    摘要:Good Yields Of Enantiomeric Allylic Alcohols Can Be Obtained In High Enantiomeric Excess (Ee) By Combining The Sharpless-Katsuki Asymmetric Epoxidation Process (Sae) With Tellurium Chemistry. The Advantages Of The Tellurium Process Are As Follows: (1) The 50% Yield Limitation On The Allylic Alcohol In The Sharpless Kinetic Resolution (Skr) Can Be Overcome; (2) Allylic Tertiary Alcohols Which Are Unsatisfactory Substrates In The Skr Can Be Obtained In High Optical Purity; (3) Optically Active Secondary Allylic Alcohols With Tertiary Alkyl Substituents (E.G. Tert-Butyl) At C-1 Can Be Obtained In High Ee; (4) Optically Active Sterically Congested Cis Secondary Alcohols Can Be Obtained In High Ee; And (5) The Nuisance Of The Slow Sae Of Some Vinyl Carbinols Can Be Avoided. The Key Step In The Reaction Sequence Is Either A Stereospecific 1,3-Trans Position Of Double Bond And Alcohol Functionalities Or An Inversion Of The Alcohol Configuration With Concomitant Deoxygenation Of The Epoxide Function In Epoxy Alcohols. Trans Secondary Allylic Alcohols Can Be Converted To Cis Secondary Allylic Alcohols By Way Of Erythro Epoxy Alcohols (Glycidols); Threo Glycidyl Derivatives Are Converted To Trans Secondary Allylic Alcohols. These Transformations Are Accomplished By The Action Of Telluride Ion,Generated In Situ From The Element,On A Glycidyl Sulfonate Ester. Reduction Of Elemental Te Is Conveniently Done With Rongalite (Hoch2So2Na) In An Aqueous Medium. This Method Is Satisfactory When Te2-Is Required To Attack A Primary Carbon Site Of A Glycidyl Sulfonate. In Cases Where Te2-Is Required To Attack A Secondary Carbon Site,Reduction Of The Tellurium Must Be Done With Nabh4 Or Liet3Bh. Elemental Tellurium Is Precipitated During The Course Of The Reactions And Can Be Recovered And Reused.
    Doi:10.1021/jo00055A029

    海关参考信息

    专利信息


    专利号:US-2024240209-A1
    优先权日:2021-04-20
    标 题:Synthesis of enantiopure cis-a-irone from a renewable carbon source
    发明人:CHEN XIXIAN; ZHANG CONGQIANG; T REHKA; SHUKAL SUDHA; SMITH DEREK; ANDRÉ ISABELLE; JEREMY ESQUE
    权利人:AGENCY SCIENCE TECH & RES; INSTITUT NATIONAL DE RECH POUR L AGRICULTURE LALIMENTATION ET LENVIRONMENT; CENTRE NAT RECH SCIENT; INSTITUT NAT DES SCIENCES APPLIQUEES DE TOULOUSE
    摘要:Synthesis of enantiopure cis-α-irone from a renewable carbon source Disclosed herein are natural and synthetic enzymes capable of performing a method of producing cis-α-irone. The method comprises providing an enzyme capable of converting psi-ionone to cis-α-irone; and contacting the enzyme and psi-ionone under suitable conditions to produce cis-α-irone. The enzyme may be a methyltransferase from Streptomyces albireticuli (SaMT), a promiscuous bifunctional methyltransferase/cyclase (pMT1) enzyme from Streptomyces, or a modified pMT1 enzyme with at least one substitution. The enzymes allow the in-vivo and in-vitro production of cis-α-irone including the use of glucose as feedstock for the biotransformation into cis-α-irone.

    专利号:US-4284565-A
    优先权日:1980-05-02
    标 题 :Total synthesis of 1RS,4SR,5RS-4-(4,8-dimethyl)-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid and related compounds
    发明人:HAJOS ZOLTAN G
    权利人:ORTHO PHARMA CORP
    摘要:The synthesis of 1RS,4SR,5RS-4-(4,8-dimethyl-5-hydroxy-7-nonen-1-yl)-4-methyl-3,8-dioxabicyclo[3.2.1]octane-1-acetic acid and related compounds is described. The above acetic acid compound and its isomer are contragestational agents.

    专利号:US-7402418-B2
    优先权日:2001-09-20
    标 题:Genes participating in the synthesis of fatty acid having trans-11-,cis-13-conjugated double bond and utilization thereof
    发明人:OSUMI MARI; MURASE JUNKO; IMAMURA JUN
    权利人:PLANTECH RES INST; INC ADMIN AGENCY NARO
    摘要:An object of the present invention is to clone a gene which is involved in synthesis of fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bone at position Δ12. The present invention provides a gene having any one of the following nucleotide sequences:n (A) a nucleotide sequence encoding an amino acid sequence shown in SEQ ID NO: 1 or 12; (B) a nucleotide sequence encoding an amino acid sequence comprising a deletion, addition or substitution of one or several amino acids with respect to the amino acid sequence shown in SEQ NO: 1 or 12, and having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12; (C) a nucleotide sequence shown in SEQ ID NO: 2 or 13; (D) a nucleotide sequence comprising a deletion, addition or substitution of one or several nucleotides with respect to the nucleotide sequence shown in SEQ ID NO: 2 or 13, and encoding a protein having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12; and (E) a nucleotide sequence hybridizing with the nucleotide sequence shown in SEQ ID NO: 2 or 13 or a complementary sequence thereof under stringent conditions, and encoding a protein having an ability of synthesizing fatty acid having trans-11-, cis-13-conjugated double bonds from fatty acid having a double bond at position Δ12.

    专利号:US-2005240037-A1
    优先权日:2002-07-23
    标 题 :Method for the continuous intermediate separation of the solvent used in the oxirane synthesis with no coupling product
    发明人:BASSLER PETER; GOBBEL HANS-GEORG; TELES JOAQUIN H; RUDOLF PETER
    权利人:BASF AG
    摘要:Process for the continuously operated distillation of the solvent used in the synthesis of an oxirane by reaction of a hydroperoxide with an organic compound, wherein the mixture comprising the solvent which is obtained in the synthesis and subsequent work-up is separated in a dividing wall column into a low-boiling fraction, an intermediate-boiling fraction and a high-boiling fraction and the solvent is taken off as intermediate-boiling fraction from the side offtake of the column.

    专利号:US-5786321-A
    优先权日:1996-07-09
    标题:Preparation of cis-isoambrettolidies and their use as a fragrance
    发明人:MANE MAURICE; PONGE JEAN-LOUIS
    权利人:MANE V FILS SA
    摘要:A method for the production of omega -haloalkyl esters which are useful as intermediates in the synthesis of cis-oxacycloheptadec-11-en-2-one (Product I) and cis-oxacycloheptadec-12-en-2-one (Product II). Also disclosed is a process for the synthesis of Products I-II and a method for using Products I-II to impart an ambery or musky smell to a fragrance composition. Finally, fragrance compositions including Products I-II are disclosed as well as end products such as perfume extracts, toilet waters, cosmetic preparations, soaps, detergents and functional products, each of which also contains at least one of Products I-II.

    专利号:US-2021206711-A1
    优先权日:2020-01-03
    标 题:Synthesis of the Grape Mealybug Pheromone trans-alpha-Necrodyl Isobutyrate
    发明人:CHEBNY VINCENT JAMES
    权利人:TRECE INC
    摘要:Methods are provided for synthesizing the grape mealybug pheromone, trans-α-necrodyl isobutyrate, starting with essential plant oils that contain trans-α-necrodyl acetate. The synthesis method, in two steps, converts the trans-α-necrodyl acetate to trans-α-necrodol and then converts the trans-α-necrodol to the desired trans-α-necrodyl isobutyrate. The first step can be achieved by either of a hydrolysis reaction or a reduction reaction. In the hydrolysis reaction, the essential oil is mixed in an alcohol solvent with a hydroxide base, or by mixing the essential oil in an aqueous acid. A reduction reaction can instead by performed in an organic solvent in the presence of a reducing agent. The trans-α-necrodol is converted to the desired trans-α-necrodyl isobutyrate by an esterification reaction with a carboxylic acid, an acyl halide, or an acid anhydride.
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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: Jalles Dantas De Lucena, Et Al. L-Linalool Exerts A Neuroprotective Action On Hemiparkinsonian Rats. Naunyn Schmiedebergs Arch Pharmacol. 2020 Jun;393(6):1077-1088.
    [参考文献]: Alistair Paterson, Et Al. Environmental And Seasonal Influences On Red Raspberry Flavour Volatiles And Identification Of Quantitative Trait Loci (Qtl) And Candidate Genes. Theor Appl Genet. 2013 Jan;126(1):33-48.
    [参考文献]: Amélie Slegers, Et Al. Volatile Compounds From Grape Skin, Juice And Wine From Five Interspecific Hybrid Grape Cultivars Grown In Québec (Canada) For Wine Production. Molecules. 2015 Jun 15;20(6):10980-1016.
    [参考文献]: Barbara Sgorbini, Et Al. Herbs And Spices: Characterization And Quantitation Of Biologically-Active Markers For Routine Quality Control By Multiple Headspace Solid-Phase Microextraction Combined With Separative Or Non-Separative Analysis. J Chromatogr A. 2015 Jan 9:1376:9-17.
    [参考文献]: Gokce Nardemir, Et Al. Genotoxic, Antigenotoxic And Antioxidant Properties Of Methanol Extracts Obtained From Peltigera Horizontalis And Peltigera Praetextata. Toxicol Ind Health. 2015 Jul;31(7):602-13.

    合成参考文献


    摘要:Martínez, C.; Muñiz, K., Science of Synthesis: Catalytic Oxidation in Organic Synthesis, (2017) 1, 309.
    摘要:U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals., NX#01477
    参考文献:10.1016/j.phytochem.2006.04.025
    摘要:Yadegarinia D, Gachkar L, Rezaei MB, Taghizadeh M, Astaneh SA, Rasooli I. Biochemical activities of Iranian Mentha piperita L. and Myrtus communis L. essential oils. Phytochemistry. 2006 Jun;67(12):1249–55. doi: 10.1016/j.phytochem.2006.04.025.
    参考文献:10.1007/s00436-018-5892-9
    摘要:Giatropoulos A, Kimbaris A, Michaelakis Α, Papachristos DP, Polissiou MG, Emmanouel N. Chemical composition and assessment of larvicidal and repellent capacity of 14 Lamiaceae essential oils against Aedes albopictus. Parasitol Res. 2018 Jun;117(6):1953–64. doi: 10.1007/s00436-018-5892-9.
    参考文献:10.1006/abbi.1999.1466
    摘要:Jia JW, Crock J, Lu S, Croteau R, Chen XY. (3R)-Linalool synthase from Artemisia annua L.: cDNA isolation, characterization, and wound induction. Arch Biochem Biophys. 1999 Dec 01;372(1):143–9. doi: 10.1006/abbi.1999.1466.
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