CAS: 1686-14-2; Alpha-Pinene Oxide

该化合物是一种源自一种自然产生的硅的双环单极亚化物,这种化合物在有机合成中被广泛使用,特别是作为生产香味,口味和精美化学品的多种多用途中间体.其加固的环环能有选择地打开环状反应,便利复杂分子的合成.一种聚苯氧物在温和条件下表现出高度的再活动性,使其在催化和立体选择性变异中具有价值.此外,其风气结构允许在制药和农用化学中进行对应选择性应用.该化合物的特征是稳定性,纯性和与各种反应条件的兼容性,确保工业和研究环境中的一贯性能.

结构式图片

相似化合物

19894-99-6 486396-02-5 2225-98-1

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合成工艺路线路线简述

    📜(+)-α-蒎烯置于[((S,S)-N,N'-Bis(2-Pyridylmethyl)-(S,S)-2,2'-Bipyrrolidine)Feii(Otf)2],双氧水体系中,用 乙腈 用作溶剂,化学反应 2.5H,反应生成α-环氧蒎烷
    参考文献:铁在过氧化氢和高碘酸钠的催化下将不饱和脂肪酸一氧化分解为醛
    标题:铁在过氧化氢和高碘酸钠的催化下将不饱和脂肪酸一氧化分解为醛
    摘要:通过使用0.5 Mol%的非血红素铁络合物[fe(otf)2(mix-Bpbp)](bpbp = N,N催化剂为'-双(2-吡啶甲基)-2,2'-联吡咯烷),当量为1.5当量的过氧化氢和氧化剂为1当量的高碘酸钠.可以使用手性bpbp配体的非对映异构体的混合物,从而不需要拆分其旋光组分.裂解反应可在20小时内在环境条件下在一个罐中进行.环氧化,酸化和随后的ph中和后加水对于在一锅中进行环氧化,水解和随后的二醇裂解至关重要.可以通过顺式和反式裂解内部脂族双键获得高醛收率构型(86-98%)和不饱和脂肪酸和酯(69-96%).在三取代和末端烯烃的反应中,醛的收率很高(62-63%).可以通过简单的有机溶剂萃取步骤轻松分离出产物.提出的协议涉及比基于ru或os的常规方法更低的催化剂负载量.同样,在这种情况下,过氧化氢也可以用作氧化剂,通常第二,第三排金属不成比例.通过仅使用温和的氧化剂,可以防止醛过度氧化为羧酸.
    Doi:10.1002/chem.201301371

    海关参考信息

    专利信息


    专利号:US-11753503-B2
    优先权日:2018-05-17
    标 题:Supported onium salts as initiators for the synthesis of polycarbonates by copolymerization of CO2 with epoxides
    发明人:FENG XIAOSHUANG; PATIL NAGANATHA; LUCIANI CAROLINE; GNANOU YVES; HADJICHRISTIDIS NIKOS
    权利人:UNIV KING ABDULLAH SCI & TECH
    摘要:Supported onium salts used as initiators for the synthesis of polycarbonates by copolymerization of carbon dioxide with epoxides are described. Embodiments of the present disclosure describe initiators comprising an insoluble portion including an onium cation attached to an insoluble support; and an anion, wherein the anion is a counter-ion to the onium cation. Embodiments further describe methods of making polycarbonates using the initiator, methods of making initiators, and the like.

    专利号:US-3979460-A
    优先权日:1974-07-01
    标 题 :Process for the preparation of an organomercaptophenol from sulfur, a 2,6-disubstituted phenol, and an activated olefin or an epoxy compound
    发明人:HAY ALLAN S
    权利人:GEN ELECTRIC
    摘要:A process for the preparation of an organomercaptophenol is described which comprises the reaction of sulfur with a 2,6-disubstituted phenol carried out in the presence of (1) a base, (2) an activated olefin or an epoxy compound, (3) and a solvent with a high dielectric constant. The organomercaptophenols produced by this process are useful as monomers in the synthesis of esters, carbonates, ethers, epoxy compounds, among many other chemicals synthesized from monohydric phenols. In addition, the oganomercaptophenols are also useful as antioxidants.

    专利号:US-4064158-A
    优先权日:1974-07-01
    标题:Process for the preparation of an organomercaptophenol from sulfur, a 2,6-disubstituted phenol, and an activated olefin or an epoxy compound
    发明人:HAY ALLAN S
    权利人:GEN ELECTRIC
    摘要:A process for the preparation of an organomercaptophenol is described which comprises the reaction of sulfur with a 2,6-disubstituted phenol carried out in the presence of (1) a base, (2) an activated olefin or an epoxy compound, (3) and a solvent with a high dielectric constant. The organomercaptophenols produced by this process are useful as monomers in the synthesis of esters, carbonates, ethers, epoxy compounds, among many other chemicals synthesized from monohydric phenols. In addition, the organomercaptophenols are also useful as antioxidants.

    专利号:US-2022010060-A1
    优先权日:2018-12-12
    标题:Polycarbonate polyols
    发明人:FENG XIAOSHUANG; PATIL NAGANATH; BOOPATHI Senthil; GNANOU YVES; HADJICHRISTIDIS NIKOS
    权利人:UNIV KING ABDULLAH SCI & TECH
    摘要:Embodiments of the present disclosure describe polymerization systems for the synthesis of polycarbonate polyols, methods of synthesizing polycarbonate polyols using the polymerization systems, methods of recovering initiators and/or activators for use or re-use in the synthesis of polycarbonate polyol, and the like. The polymerization systems can comprise an initiator including a mono- or multi-functional carboxylate or carbonate salt having an organic cation as a counter-ion; an optional co-initiator including a mono- or multi-functional protic compound selected from acids, alcohols, water, and combinations thereof; and an activator including a borane compound selected from alkyl boranes and aryl boranes; wherein the activator and one or more of the initiator and co-initiator associate to form an ate complex.

    专利号:US-5879690-A
    优先权日:1995-09-07
    标题:Topical administration of catecholamines and related compounds to subcutaneous muscle tissue using percutaneous penetration enhancers
    发明人:PERRICONE NICHOLAS V
    摘要:Compositions for the topical treatment of sagging subcutaneous muscle and overlying cutaneous tissue contain an active ingredient exhibiting or producing catecholamine activity such as catecholamines and/or related compounds in a dermatologically acceptable carrier that contains at least one percutaneous penetration enhancer. Examplary catecholamines include adrenaline, norepinepherine, dopamine and their precursors; catecholamine precursors such as tyrosine and phenylalanine are preferred. Many embodiments, particularly those employing tyrosine and/or phenylalanine as a catecholamine precursor, further contain a neurotransmitter synthesis enhancer such as dimethylaminoethanol, and other co-factors such as vitamin B 6 and pantothenic acid or calcium pantothenate are included in the composition to enhance the action of the active ingredients. Other compounds that scavenge free radicals and antioxidants may also be added.

    专利号:US-2008214386-A1
    优先权日:2004-03-01
    标题:Catalyst for Cyclic Carbonate Synthesis
    发明人:TAKAHASHI TOSHIKAZU; WATAHIKI TSUTOMU; YASUDA HIROYUKI; SAKAKURA TOSHIYASU
    权利人:TAKAHASHI TOSHIKAZU; WATAHIKI TSUTOMU; YASUDA HIROYUKI; SAKAKURA TOSHIYASU
    摘要:Provided are a solid catalyst which gives a cyclic carbonate at a high yield and a high selectivity, which is stable and which may be readily separated after reaction; and a method of industrially advantageous, inexpensive and safe production of a cyclic carbonate by the use of the catalyst. The catalyst contains an inorganic solid substance having a surface modified with an ionic substance containing a Group 15 element; or contains an ionic substance containing a Group 15 element, and an inorganic solid substance. The modifying group for surface modification of an inorganic solid substance is an ionic substance containing a Group 15 element. The ionic substance containing a Group 15 element is at least one substance selected from organic phosphonium salts, organic ammonium salts, organic arsonium salts and organic antimonium salts.

    供应商参考报价(招募中)

    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

    主要参考文献

    [参考文献]: A Boontawan, Et Al. A Membrane Bioreactor For The Biotransformation Of Alpha-Pinene Oxide To Isonovalal By Pseudomonas Fluorescens Ncimb 11671. Appl Microbiol Biotechnol. 2006 Feb;69(6):643-9.
    [参考文献]: Denis Linares, Et Al. Production Of Trans-2-Methyl-5-Isopropylhexa-2,5-Dienoic Acid By Pseudomonas Rhodesiae Cip 107491. Bioresour Technol. 2008 Jul;99(11):4590-6.
    [参考文献]: E T Griffiths, Et Al. Bacterial Metabolism Of Alpha-Pinene: Pathway From Alpha-Pinene Oxide To Acyclic Metabolites In Nocardia Sp. Strain P18.3. J Bacteriol. 1987 Nov;169(11):4972-9.
    [参考文献]: Hendrik Schewe, Et Al. Improvement Of P450(Bm-3) Whole-Cell Biocatalysis By Integrating Heterologous Cofactor Regeneration Combining Glucose Facilitator And Dehydrogenase In E. Coli. Appl Microbiol Biotechnol. 2008 Feb;78(1):55-65.
    [参考文献]: Kathryn Whitehead, Et Al. Discovery Of Synergistic Permeation Enhancers For Oral Drug Delivery. J Control Release. 2008 Jun 4;128(2):128-33.

    合成参考文献


    参考文献:10.1021/bp0501827
    摘要:Boontawan A, Stuckey DC. Mass transfer of terpenes through a silicone rubber membrane in a liquid-liquid contacting system. Biotechnol Prog. 2005 Nov;21(6):1680–7. doi: 10.1021/bp0501827.
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