CAS: 22029-76-1; 4-(2,6,6-Trimethylcyclohex-1-En-1-yl)But-3-En-2-Ol

该化合物是一种环虫醇衍生物,可能用于香味和口味合成,其结构以环球体和不饱和酒精味为特征,使其成为生产复合芳香化合物的多种中间体.化合物的反活动允许选择性功能化,为香水或制药用途创建定制的衍生物.在标准条件下,其稳定性确保了处理和储存的一致性.三甲基环球体组的存在有助于其作为木质,安培类香味简介的前体的潜力.进一步的研究可能会探索其由于其个性中心在非对称合成中的效用.

结构式图片

相似化合物

14901-07-6 79-77-6 5208-93-5

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

(E)-β-ionone aluminum isopropoxide isopropyl alcohol Trimethyl-[(E)-1-methyl-3-(2,6,6-trimethyl-cyclohex-1-enyl)-allyloxy]-silane(E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-yl acetate O-isobutyryl-trans-β-ionol(+/-)-O-isobutyryl-trans-β-ionol β-ionyl phenyl sulfone (E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1-buten-3-yltriphenylphosphonium bromide

合成工艺路线路线简述

    📜Beta-紫罗酮置于c29H34Bnop2Ru体系中,用 乙醇,二氯甲烷 用作溶剂,以91%的收率获得β-紫罗兰醇
    参考文献:以iproh或etoh为氢源的α,β-不饱和羰基化合物的选择性无碱转移加氢
    标题:以iproh或etoh为氢源的α,β-不饱和羰基化合物的选择性无碱转移加氢
    摘要:商业上可买到的ru‐macho Tm ‐ Bh是一种活性催化剂,可用于多个官能团的加氢和醇的脱氢.在此,我们报道了该催化剂在羰基化合物的无碱转移加氢中的新应用.即使使用α,β-不饱和羰基化合物作为底物,Ru‐macho Tm ‐ Bh在此转化过程中也被证明具有很高的活性和选择性.在很短的反应时间后,在温和的温度下,催化剂的负载量低至0.1-0.5 Mol%,从而以优异的收率获得了相应的脂肪族,芳香族和烯丙基醇.这个协议可以容忍我proh和etoh为氢源.此外,在不损失活性或选择性的情况下,可进行放大至几克的量.提出了一种外球机理,巴豆醛和1-苯基-丁-2-烯酮的计算动力学和热力学与实验完全吻合.
    Doi:10.1002/chem.201705423

    海关参考信息

    专利信息


    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-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-4115466-A
    优先权日:1975-10-16
    标题:Synthesis of acetylenic compounds useful in preparing dehydrophytols and Vitamin E
    发明人:CLOSE RALPH E; OROSHNIK WILLIAM
    权利人:SCM CORP
    摘要:A process for the synthesis of an acetylenic hydrocarbon from an acetylenic carbinol which involves first replacing the hydroxyl group of the carbinol with a halogen to form a propargylic halide, dehalogenating the propargylic halide to form an allene, and isomerizing said allene to the desired acetylene. The present invention is particularly useful in the synthesis of Vitamin E.

    专利号:US-4035425-A
    优先权日:1973-04-23
    标 题 :Synthesis of Vitamin A, intermediates and conversion thereof to Vitamin A
    发明人:OROSHNIK WILLIAM
    权利人:SCM CORP
    摘要:A synthesis of novel Vitamin A intermediates from beta-ionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C20 skeleton. By semi-hydrogenation, the acetylenic bond on the C20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.

    专利号:US-4092366-A
    优先权日:1975-04-10
    标题:Synthesis of Vitamin A, intermediates and conversion thereof to Vitamin A
    发明人:OROSHNIK WILLIAM
    权利人:SCM CORP
    摘要:A synthesis of novel Vitamin A intermediates from betaionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C20 skeleton. By semi-hydrogenation, the acetylenic bond on the C20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.

    专利号:US-3949006-A
    优先权日:1972-04-24
    标题:Synthesis of vitamin A, intermediates and conversion thereof to vitamin A
    发明人:OROSHNIK WILLIAM
    权利人:SCM CORP
    摘要:A synthesis of novel Vitamin A intermediates from betaionone is described as well as a conversion of the intermediates to Vitamin A. The length of the conjugated aliphatic side chain of beta-ionone is increased while still ultimately obtaining the desired trans form of Vitamin A. In general, beta-ionone is ethynylated to ethynyl-beta-ionol, the hydroxyl of which is etherified to form an ethynyl-terminated, alkoxy-substituted, beta-ionol intermediate. The intermediate is coupled through its copper derivative with a compound like chloro-isopentenyl acetate to produce a C20 skeleton. By semi-hydrogenation, the acetylenic bond on the C20 skeleton is converted to an ethylenic bond, and by hydrolysis the terminal ester moiety is converted to a hydroxyl group. Treatment with a strong base removes the alkoxy group to produce Vitamin A.

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    品牌试剂参考报价(招募中)

    📌 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:González-Granda, S.; Gotor-Fernández, V., Science of Synthesis, (2022) , 220.
    摘要:Food and Chemical Toxicology., 26(361), 1988
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