CAS: 1333-38-6; 5-Methyl-5H-Furan-2-One

该化合物是一个源自安杰莉卡植物的环状内酯,其特征是其舒适,甜和略有 herbaceous 芳香,在香味和口味工业中具有价值.该化合物一般是无色的,是淡黄色液体,以其水溶性低闻名,但在有机溶剂中的溶解性良好而闻名.安杰莉卡内酯的沸点相对较低,表明它可以在室内温度下轻易蒸发,有助于其香水的利用.从化学角度讲,它属于乳腺类,是因氢氧酸凝结而形成的循环酯.其结构包括五人环,这是许多乳液中的常见特征.此外,安杰莉卡内酯展示了潜在的生物活动,包括抗微生物特性,尽管需要进行进一步研究以充分理解其药理学效应.

结构式图片

合成工艺路线路线简述

    海关参考信息

    专利信息


    专利号:US-3992413-A
    优先权日:1975-07-25
    标 题 :Intermediates in the synthesis of prostaglandins
    发明人:TAUB DAVID; WENDLER NORMAN L
    权利人:MERCK & CO INC
    摘要:The invention relates to a new and novel synthesis of prostaglandin E 2 , and it particularly relates to a novel process starting with relatively inexpensive starting materials. The invention further relates to a synthesis which is readily adaptable for large scale processing because of the high yields in the individual reaction steps. n The invention further relates to novel compounds formed as intermediates in the synthesis of prostaglandin E 2 . The invention still further relates to synthetic analogs and known metabolites of prostaglandin E 2 and prostaglandin E 1 , useful as standards in certain biological assays for determining prostaglandin-like activity.

    专利号:US-2024425890-A1
    优先权日:2022-02-11
    标 题:Process for the synthesis of alpha-methylene-gamma-butyrolactone
    发明人:TADEN ANDREAS; BECK HORST; MYRTOLLARI KAMELA; KOURIST ROBERT; NIGL ANDREA
    权利人:HENKEL AG & CO KGAA
    摘要:The present application provides a process for the preparation of α-methylene-γ-butyrolactone, said process comprising the steps of:a) acetylating the C1-hydroxyl group of isoprenol to yield isoprenyl acetate;b) forming 4-acetoxy-2-methylene-butan-1-ol from said isoprenyl acetate by whole cell biotransformation, said step comprising:i) contacting a cell (CB) with a culture medium containing said isoprenyl acetate or with a culture medium contiguous with an organic phase containing said isoprenyl acetate under conditions that enable the cell to form 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate; and,ii) optionally isolating the resultant 4-acetoxy-2-methylene-butan-1-ol, wherein said cell (CB) exhibits activity of at least one alkane monooxygenase enzyme which catalyzes the formation of 4-acetoxy-2-methylene-butan-1-ol from isoprenyl acetate;c) oxidizing said 4-acetoxy-2-methylene-butan-1-ol to yield 4-acetoxy-2-methylene butyric acid; and,d) converting said 4-acetoxy-2-methylene butyric acid to α-methylene-γ-butyrolactone by hydroxylysis to γ-hydroxy-α-methylenebutyric acid and subsequent cyclization of said γ-hydroxy-α-methylenebutyric acid.

    专利号:US-10407623-B2
    优先权日:2014-05-12
    标题 :Biphasic solvent catalytic process for the direct production of light naphtha from carbohydrate-containing feedstock
    发明人:DUSSELIER MICHIEL JULIEN; OP DE BEECK BEAU; SELS BERT FRANS
    权利人:UNIV LEUVEN KATH; KATHOLIEKE UNIV LEUVEN K U LEUVEN RESEARCH & DEVELOPMENT
    摘要:The disclosure describes a one-step liquid biphasic catalytic process for converting a carbohydrate-containing feedstock, preferably lignocellulose, to light naphtha (e.g., hexane, pentane, methyl cyclopentane, cyclohexane, etc.) in the presence of an acidic reactive aqueous phase and a redox catalyst in the organic extracting/reaction phase. The process provides a cost-effective route for producing light-naphtha components, in presence or not of deoxygenates. The light naphtha components are useful as feedstock for steam and catalytic cracking to produce value-added platform molecules like ethylene and propylene, as precursor for the synthesis of bioaromatics like benzene and as gasoline fuel feedstock, and as fuel additives (e.g., the concomitantly formed oxygenates) to improve the biological origin of carbon in the fuel.

    专利号:US-3919253-A
    优先权日:1972-09-20
    标 题:Prostaglandin E{HD 1 {B intermediate, 2a-carboxy-3a-(1-hydroxyethyl)-5-oxocyclopentaneheptanoic acid,{65 -lactone, lower alkyl, and aralkyl esters, and processes of their preparation
    发明人:KUO CHAN-HWA; TAUB DAVID; WENDLER NORMAN L
    权利人:MERCK & CO INC
    摘要:Disclosed is a novel stereospecific synthesis of Prostaglandin E1.

    专利号:US-3965120-A
    优先权日:1973-10-15
    标 题:Prostaglandin E1 intermediate 3-carboxymethyl-4-methyl-2-1-carboxy-7-(loweralkoxy or aralkoxycarbonyl)-heptyl]-4-hydroxybutyric acid, γ-lactone, and processes of their preparation
    发明人:KUO CHAN-HWA; TAUB DAVID; WENDLER NORMAN L
    权利人:MERCK & CO INC
    摘要:Disclosed is a novel stereospecific synthesis of Prostaglandin E 1 .

    专利号:US-7300639-B2
    优先权日:2002-12-03
    标 题:Process for removing metals from liquids
    发明人:LIU WANSHENG
    权利人:BRISTOL MYERS SQUIBB CO
    摘要:A process is provided for removing one or more metals from liquids. Also provided is a process for the synthesis of aP2 inhibiting compounds having the formula (I) n nwherein R 1 , R 2 , R 3 , R 4 , HET, and X-Z are as described herein, which process comprising the step of removing one or more metals from a solution of the compound of formula I or an intermediate or precursor thereof. The processes for removing metal comprise the step of contacting the liquid with a solid extractant comprising a metal-binding functionality.
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    合成参考文献


    摘要:Fringuelli, F.; Piermatti, O.; Pizzo, F.; Vaccaro, L., Science of Synthesis, (2010) 47, 715.
    参考文献:10.1021/ol200939t
    摘要:Zhou L, Lin L, Ji J, Xie M, Liu X, Feng X. Catalytic asymmetric vinylogous Mannich-type (AVM) reaction of nonactivated α-angelica lactone. Org Lett. 2011 Jun 17;13(12):3056–9. doi: 10.1021/ol200939t.
    参考文献:10.1021/acs.joc.6b03059
    摘要:Griswold JA, Horwitz MA, Leiva LV, Johnson JS. Diastereoselective Organocatalytic Addition of α-Angelica Lactone to β-Halo-α-ketoesters. J Org Chem. 2017 Feb 17;82(4):2276–80.
    参考文献:10.1007/bf01198410
    摘要:Kroh L, Schrödter R, Mügge C, Westphal G, Baltes W, Schröder R. [Heat-induced decomposition of disaccharide Amadori compounds in quasi-water-free reaction conditions]. Z Lebensm Unters Forsch. 1992 Mar;194(3):216–21. doi: 10.1007/bf01198410.
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