CAS: 14901-07-6; 4-(2,6,6-Trimethylcyclohex-1-En-1-yl)But-3-En-2-One

相似化合物

79-77-6 116-31-4 22029-76-1

上下游产品

pseudoionone alpha-ionone α-cycl°Citral acetone4-(2,6,6-trimethyl-cyclohex-1-enyl)-but-3-en-2-one semicarbazone 1,3,3-trimethyl-2-(3-methyl-penta-1,3-dienyl)-cyclohexene 4-(2,6,6-trimethyl-cyclohex-1-enyl)-but-3-en-2-one thiosemicarbazone 16H26°C16H26O

柠檬醛置于sodium体系中,化学反应生成(Ez)-β-紫罗兰酮
参考文献:Hibbert; Cannon,Journal Of The American Chemical Society,1924,Vol. 46,P. 127
标题:Hibbert; Cannon,Journal Of The American Chemical Society,1924,Vol. 46,P. 127

专利信息

专利号:US-7247752-B2
优先权日:2004-10-01
标 题 :Methods for the synthesis of astaxanthin
发明人：LOCKWOOD SAMUEL F; TANG PENG CHO; NADOLSKI GEOFF; JACKSON HENRY L; FANG ZHIQIANG; DU YISHU; YANG MIN; GEISS WILLIAM; WILLIAMS RICHARD; BURDICK DAVID
权利人:CARDAX PHARMACEUTICALS INC
摘要:A method used for synthesizing intermediates for use in the synthesis of carotenoids and carotenoid analogs, and/or carotenoid derivatives. In some embodiments, the invention includes methods for synthesizing optically active intermediates useful for the synthesis of optically active carotenoids. Synthesis of optically active carotenoids, in one embodiment, may be accomplished by forming an optically active dihydroxy intermediate from ketoisopherone. The optically active dihydroxy intermediate may be converted into optically active astaxanthin derivatives.

专利号:US-4125735-A
优先权日:1975-03-20
标 题 :Synthesis of esters of acetylenic alcohols
发明人：CLOSE RALPH E; OROSHNIK WILLIAM
权利人:SCM CORP
摘要:A process for the synthesis of perfume products, Vitamin E and intermediates described herein involving a coupling reaction. For instance, a process for the synthesis of dehydrophytol and Vitamin E comprising forming a C15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.

专利号:US-8222458-B2
优先权日:2008-06-13
标题 :Process or synthesis of (3S)- and (3R)-3-hydroxy-beta-ionone, and their transformation to zeaxanthin and beta-cryptoxanthin
发明人：KHACHIK FREDERICK; CHANG AN-NI
权利人:KHACHIK FREDERICK; CHANG AN-NI; UNIV MARYLAND
摘要:Disclosed is a process for the synthesis of (3R)-3-hydroxy-β-ionone and its (3S)-enantiomer in high optical purity from commercially available (rac)-α-ionone. The key intermediate for the synthesis of these hydroxyionones is 3-keto-α-ionone ketal that was prepared from (rac)-α-ionone after protection of this ketone as a 1,3-dioxolane. Reduction of 3-keto-α-ionone ketal followed by deprotection, lead to 3-hydroxy-α-ionone that was transformed into (rac)-3-hydrox-β-ionone by base-catalyzed double bond isomerization in 46% overall yield from (rac)-α-ionone. The racemic mixture of these hydroxyionones was then resolved by enzyme-mediated acylation in 96% ee. (3R)-3-Hydroxy-β-ionone and its (3S)-enantiomer were respectively transformed to (3R)-3-hydroxy-(β-ionylideneethyl)triphenylphosphonium chloride [(3R)-C 15 -Wittig salt] and its (3S)-enantiomer [(3S)-C 15 -Wittig salt] according to known procedures. Double Wittig condensation of these Wittig salts with commercial available 2,5- dimethtylocta-2,4,6-triene-1,8-dial provided all 3 stereoisomers of zeaxanthin. Similarly, (3R)-C 15 -Wittig and its (3S)-enantiomer were each coupled with β-apo-12′-carotenal.

专利号:WO-9532946-A1
优先权日:1994-05-27
标题 :Methods for the synthesis of 9-cis retinoids and their novel intermediates
发明人：BENNANI YOUSSEF L
权利人:LIGAND PHARM INC
摘要:Methods for the synthesis of 9-cis retinoids, novel intermediates and methods for the synthesis of cyclohexadienyne nitriles and 9-cis alkyl cisoid nitriles, as well as 9-cis retinoids made using such methods are provided.

专利号:US-4039591-A
优先权日:1975-03-20
标 题:Synthesis of dehydrophytol and Vitamin E
发明人：CLOSE RALPH E; OROSHNIK WILLIAM
权利人:SCM CORP
摘要:A process for the synthesis of dehydrophytol and Vitamin E comprising forming a C15 acetylene from hexahydropseudoionone and then coupling said acetylene with 1-acetoxy-4-chloro-3-methylbut-2-ene to form a C20 acetoxy-enyne. The latter is readily subjected to partial hydrogenation and saponification in that order to form a dehydrophytol, a useful intermediate for the synthesis of Vitamin E and other products.

专利号:US-7858828-B2
优先权日:2008-03-26
标 题 :Process for synthesis of (3R,3'R,6'R)-lutein and its stereoisomers
发明人：KHACHIK FREDERICK; CHANG AN-NI
权利人:UNIV MARYLAND
摘要:(3R,3′R,6′R)-Lutein and (3R,3′R)-zeaxanthin are two dietary carotenoids that are present in most fruits and vegetables commonly consumed in the US. These carotenoids accumulate in the human plasma, major organs, and ocular tissues. In the past decade, numerous epidemiological and experimental studies have shown that lutein and zeaxanthin play an important role in the prevention of age-related macular degeneration (AMD) that is the leading cause of blindness in the U.S. and Western World. The invention provides a process for the synthesis of (3R,3′R,6′R)-lutein and its stereoisomers from commercially available (rac)-α-ionone by a C 15 +C 10 +C 15 coupling strategy. In addition, the present invention also provides access to the precursors of optically active carotenoids with 3-hydroxy-ε-end group that are otherwise difficult to synthesize. The process developed for the synthesis of lutein and its stereoisomers is straightforward and has potential for commercialization.