CAS: 498-16-8; (-)-Lavandulol

结构式图片

MSDS等安全信息

    上下游产品

    (-)-(R)-lavanduyl acetate imidazolidin-2-one(4R,5S)-1,5-dimethyl-4-phenyl-3-2'-(1-propen-2-yl)-5'-methyl-4'-hexenoylimidazolidin-2-one imidazolidin-2-one(4S,5R)-1,5-dimethyl-4-phenyl-3-2'-(1-propen-2-yl)-5'-methyl-4'-hexenoylimidazolidin-2-one (2R)-Benzoesaeure(2-isopropenyl-5-methyl-4-hexenyl)ester(R)-(+)-Tetrahydrolavandulol lavandulyl acetate lavandulal ((2E,4E)-(R)-6-Isopropyl-3,9-dimethyl-deca-2,4-dienyl)-triphenyl-phosphonium; bromide

    合成工艺路线路线简述

    • 合成目标产物 Lavandulol 主要起始原料 Succinic Anhydride And (+/-)-Lavandulol
    • (文献来源)合成步骤主要原料 Succinic Anhydride 和 (+/-)-Lavandulol
    📜5-甲基-2-(1-甲基乙烯基)-4-己烯酸置于4-二甲氨基吡啶,Lithium Aluminium Tetrahydride,4 A Molecular Sieve,N,N'-二环己基碳二亚胺体系中,用 四氢呋喃,二氯甲烷 作为反应溶剂,化学反应 4.0H,反应生成 熏衣草醇
    参考文献:Enantio-And Diastereoselective Protonation Of Photodienols: Total Synthesis Of (R)-(-)-Lavandulol
    标题:Enantio-And Diastereoselective Protonation Of Photodienols: Total Synthesis Of (R)-(-)-Lavandulol
    摘要:The Total Synthesis Of (R)-(-)-Lavandulol 1 Has Been Achieved By Asymmetric Protonation Of Photodienols Obtained From The Irradiation Of Prochiral Alpha,Beta-Unsaturated Esters. The Photodeconjugation Of Ethyl 5-Methyl-2-(1'-Methylethylidene)-4-Hexenoate (3A),Carried Out In The Presence Of Catalytic Amounts Of A Beta-Amino Alcohol Prepared From (+)-Camphor,Gives The Beta,Gamma-Unsaturated Isomer 2A In Good Yields But With Moderate Enantioselectivities (40% Ee). In Contrast,Irradiation Of The Corresponding Ester 3B,Bearing The 1,2:5,6-Di-O-Isopropylidene-D-Glucose Group As A Chiral Alkoxy Moiety,Affords The Deconjugated Product 2B In High De (>95%). Simple Reduction Of The Ester Function With Lialh4 Gives (R)-(-)-Lavandulol (1) Without Loss Of Optical Purity.
    DOI:10.1021/jo00129A030

    海关参考信息

    专利信息


    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.

    专利号:US-4002684-A
    优先权日:1974-07-05
    标题:Manufacture of γ,δ-unsaturated ketones
    发明人:VON FRAUNBERG KARL
    权利人:BASF AG
    摘要:gamma , delta -Unsaturated non-cyclic aliphatic ketones are prepared by reacting specific alpha , beta -unsaturated ketones with vinylmagnesium halide in the presence of inorganic copper compounds at temperatures below 0 DEG C. The reaction products are valuable intermediates in the synthesis of a number of perfumes. For example, the compound 3,3-dimethyl-1-hexen-5-one which may be prepared from mesityl oxide and vinylmagnesium chloride is an intermediate for lavandulyl compounds such as lavandulol and lavandulyl acetate.

    专利号:US-4294727-A
    优先权日:1979-05-05
    标 题 :Perfume composition containing 4,5-dioxa-5-alkyl-tricyclo[7.2.1.0 2,8 ]dodec-10-enes and its use as an odorant
    发明人:CONRAD JENS; UPADEK HORST; BRUNS KLAUS
    权利人:HENKEL KGAA
    摘要:This invention is directed to perfume compositions comprising 4,6-dioxa-5-C1-C8-alkyl or C2-C8-alkenyl-tricyclo[7.2.1.02,8]dodec-10-enes, the use of said tricyclododecenes as an odorant, the synthesis of said tricyclododecenes, and novel tricyclododecenes.

    专利号:CN-110204411-A
    优先权日:2019-07-19
    标题 :A production system and method for the comprehensive utilization of anti-carbon deposition and waste water and waste heat for the synthesis of isoprene by the gas phase method of alkene (ether) aldehyde

    专利号:US-8865624-B2
    优先权日:2010-09-01
    标题 :Inhibitor for tobacco axillary bud growth and method for inhibiting tobacco axillary bud growth
    发明人:TANAKA MOTOKI; TANAKA KEIJITSU; SHIBUYA TAKESHI; IKUTA EIJI; YOSHINAGA KOTARO; YAMAGUCHI YUKI
    权利人:TANAKA MOTOKI; TANAKA KEIJITSU; SHIBUYA TAKESHI; IKUTA EIJI; YOSHINAGA KOTARO; YAMAGUCHI YUKI; SDS BIOTECH CORP
    摘要:The present invention relates to an inhibitor for tobacco axillary bud growth, the inhibitor comprising, as an active ingredient, one or more kinds of very-long chain fatty acid synthesis inhibitors such as a chloroacetamide-based herbicide, fentrazamide, cafenstrole or indanofan; an inhibitor for tobacco axillary bud growth, the inhibitor comprising the aforesaid very-long chain fatty acid synthesis inhibitor together with clorthal-dimethyl or an aliphatic alcohol having 6 to 20 carbon atoms; and a method for inhibiting tobacco axillary bud growth which comprises applying the inhibitor for tobacco axillary bud growth. The inhibitor for tobacco axillary bud growth of the present invention shows sustained drug efficacy at a low concentration, induces neither chemical injury nor disease, and can contribute to the improvement in labor productivity.

    专利号:DE-2311068-A1
    优先权日:1972-03-06
    标 题 :METHOD OF MANUFACTURING NON-CONJUGATED DIEN GRIGNARD REAGENTS AND THEIR USE IN ORGANIC SYNTHESIS

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Kruse, A.; Dinjus, E., Science of Synthesis: Water in Organic Synthesis, (2012) 1, 755.
    参考文献:10.1007/s10886-006-9090-3
    摘要:Laska M, Höfelmann D, Huber D, Schumacher M. The Frequency of Occurrence of Acyclic Monoterpene Alcohols in the Chemical Environment does not Determine Olfactory Sensitivity in Nonhuman Primates. Journal of Chemical Ecology. 2006 May 23;32(6):1317–31. doi: 10.1007/s10886-006-9090-3.
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