CAS: 77-42-9; β-Santalol

结构式图片

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欧盟化妆品法规附录三-限用物质清单ECHA物质ECHA物质C&L通报REACH预注册

上下游产品

(1S-外)-2-甲基-3-亚甲基-2-(4-甲基-3-戊烯基)双环[2.2.1]庚烷 (1S,2R,4R)-2-Methyl-3-Methylene-2-(4-Methyl-Pent-3-Enyl)-Bicyclo[2.2.1]Heptane 511-59-1
(2E)-2-Methyl-5-(2-Methyl-3-Methylidenebicyclo[2.2.1]Hept-2-yl)Pent-2-Enal 1196993-37-9
(-)-β-Santalyl-Acetate 77-43-0
3-(2-Methyl-3-Methylenebicyclo<2.2.1>Hept-2-yl)Propanal 131232-80-9

合成工艺路线路线简述

  • 合成目标产物 [1S-[1Alpha,2Alpha(Z),4Alpha]]-2-Methyl-5-(2-Methyl-3-Methylenebicyclo[2.2.1]Hept-2-yl)-2-Penten-1-Ol 主要起始原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
  • (文献来源)合成步骤主要原料 Ethanamine, N-[(3,5-Dichlorophenyl)Methylene]-2,2-Diethoxy-
📜3-(2-Methyl-3-Methylenebicyclo<2.2.1>Hept-2-yl)Propanal置于[cp*ru(Cod)Cl][bf4],氢气,Potassium Acetate,Potassium Carbonate,三乙胺,Hexamethyleneimine Benzoate,Fumaric Acid体系中,用 甲醇,丙酮,甲苯 作为反应溶剂,20.0~80.0 °C,400.01 Kpa 条件下,反应 28.5H,反应生成 [1S-[1Alpha,2A(Z),4Alpha]]-2-甲基5-(2-甲基-3-次甲基二环[2.2.1]庚-2-基)-2-戊烯-1-醇
参考文献:二烯醇酯的选择性1,4-氢化加氢合成(z)-三取代的烯丙醇:(-)-β-檀香醇的改进合成
标题:二烯醇酯的选择性1,4-氢化加氢合成(z)-三取代的烯丙醇:(-)-β-檀香醇的改进合成
摘要:(e)-三取代的烯丙醇通常由相应的(e)-烯醛制备,它们本身可以通过简单的醛醇缩合反应容易地获得.我们证明,通过钌催化的相应的二烯醇乙酸酯的1,4-加氢反应,可以将这些非常相同的(e)-烯醛转化为(z)-三取代的烯丙基乙酸酯(因此也可以是醇).这种解决长期存在问题的简单方法已应用于工业上可行的(-)-β-檀香醇合成.
DOI:10.1002/chem.201002729

海关参考信息

专利信息


专利号:US-8822733-B2
优先权日:2011-02-16
标题 :Intermediates for the preparation of beta-santalol
发明人:CHAPUIS CHRISTIAN
权利人:CHAPUIS CHRISTIAN; FIRMENICH & CIE
摘要:The present invention concerns a process for the preparation of a compound of formula (I) in the form of any one of its stereoisomers or mixtures thereof, and wherein the dotted line may represents an additional bond and R a represents a hydrogen atom or a Si(R b ) 3 or (R b ) 2 COH group, each R b representing C 1-6 alkyl group or a phenyl group. The invention concerns also the compound (I) as well as its use for the synthesis of β-santalol or of derivatives thereof.

专利号:US-9056826-B2
优先权日:2011-06-30
标 题:Process for the preparation of beta-santalol
发明人:BIRKBECK ANTHONY A
权利人:BIRKBECK ANTHONY A; FIRMENICH & CIE
摘要:The present invention concerns a process for the preparation of a compound of formula (I) in the form of any one of its stereoisomers or mixtures thereof, and wherein R represents a C 2 -C 10 group of formula COR a wherein R a is an alkyl or alkenyl group optionally comprising one or two ether functional groups or is a phenyl or benzyl group optionally substituted by one to three alkyl, alkoxyl, carboxyl, acyl, amino or nitro groups or halogen atoms. The invention concerns also the use of compound (I) for the synthesis of β-santalol or of derivatives thereof.

专利号:US-5900227-A
优先权日:1996-06-17
标题 :Multicyclic nitrone spin trapping compositions
发明人:JANZEN EDWARD G; SANKURATRI NAGARAJU
权利人:OKLAHOMA MED RES FOUND
摘要:Multicyclic nitrone spin trapping compounds capable of forming stable free radical spin adducts are provided as well as methods for their synthesis. The multicyclic nitrone spin trapping compounds can be reacted with a free radical, such as a hydroxy or hydroperoxy radical, in solution to form a spin adduct which is stable and readily detectable by electron paramagnetic resonance (EPR) spectroscopy. The multicyclic nitrone spin traps can be used to detect free radicals in a sample such as a biological system. In one embodiment, the spin trapping compound, 1,3,3-trimethyl-6-azabicyclo-[3.2.1]oct-6-ene-N-oxide ('TRAZON') is provided, as well as methods for the synthesis of TRAZON and of modified forms of TRAZON. TRAZON can react with a wide range of different free radicals in solution to form free radical spin adducts which are readily detectable by EPR.

专利号:US-4197411-A
优先权日:1977-05-04
标题 :Bicyclic aldehydes
发明人:HOFFMANN WERNER; VON FRAUNBERG KARL
权利人:BASF AG
摘要:2-Halomethyl-, 2-alkoxymethyl- and 2-acyloxymethyl-3-methyl-3-formyl-bicyclo[2.2.1]heptane and -hept-5-ene and a process for their preparation. n The new compounds are obtained by reacting cyclopentadiene or dicyclopentadiene with the corresponding 4-halo-, 4-alkoxy- or 4-acyloxy-2-methyl-crotonaldehydes under the conventional conditions for Diels-Alder reactions, with or without subsequent catalytic hydrogenation of the Diels-Alder adduct obtained. The new compounds provide an industrially easily realized and advantageous method of synthesis of the sought-after essential ingredients of natural sandalwood oils.

专利号:CN-111235046-A
优先权日:2020-02-05
标题:Recombinant Yarrowia lipolytica for heterologous synthesis of α-santalene and its construction method

专利号:US-5225608-A
优先权日:1988-12-16
标题 :Sandalwood odorants
发明人:EILERMAN ROBERT; CHRISTENSON PHILIP; YURECKO JR JOHN; ZEBOVITZ THOMAS
权利人:BASF K & F CORP
摘要:The present invention relates to novel substituted cyclohexanol compounds possessing a sandalwood aroma which are useful as fragrance materials. The invention also provides methods for synthesis thereof through a novel aldehyde intermediate. The compounds of the invention have the formula: wherein A is and wherein R1 is methyl or ethyl, R2-R7 are independently hydrogen or methyl with the proviso that a maximum of two of the substituents R2-R7 are methyl, and R8 is hydrogen, lower alkyl (C1 to C5) or acyl. The invention also provides fragrance compositions which utilize the compounds of the invention to impart a sandalwood aroma to perfume compositions, colognes and perfumed articles.

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主要参考文献

参考标题: Intermediates For The Preparation Of Beta-Santalol Intermédiaires Dans La Préparation Du Béta-Santalol
摘要:The Present Invention Concerns A Process Tor The Preparation Of A Compound Of Formula (I) In The Form Of Any One Of Its Stereoisomers Or Mixtures Thereof, And Wherein The Dotted Line May Represents An Additional Bond And Ra Represents A Hydrogen Atom Or A Si(Rb)3 Or (Rb)2Coh Group, Each Rb Representing C1-6 Alkyl Group Or A Phenyl Group. The Invention Concerns Also The Compound (I) As Well As Its Use For The Synthesis Of β-Santalol Or Of Derivatives Thereof.

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