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    NOVEL INTERMEDIATE, PREPARATION METHOD FOR SAME, AND APPLICATIONS THEREOF
    5.
    发明公开
    NOVEL INTERMEDIATE, PREPARATION METHOD FOR SAME, AND APPLICATIONS THEREOF 审中-公开

    公开(公告)号：EP4201926A1

    公开(公告)日：2023-06-28

    申请号：EP21905250.3

    申请日：2021-10-13

    申请人： Sichuan University

    发明人： QIN, Yong ,  XUE, Fei ,  SONG, Hao ,  LIU, Xiaoyu ,  ZHANG, Dan ,  HE, Huan

    IPC分类号： C07D221/28 ,  C07D489/08

    摘要： The present application relates to the field of drug synthesis, in particular to a novel intermediate, a method for preparing the same and application thereof. The structural formula of the novel intermediate provided by the present application is as expressed by formula I:

    where R is a secondary amine protection group. Based on the possible biogenic pathway of morphine derivatives, the present application realizes the efficient synthesis of morphine derivatives through the strategy of biomimetic synthesis, taking the asymmetric transfer hydrogenation reaction and the intramolecular oxidative dearomatization Heck reaction in the process of preparing the intermediate as the key reactions of total synthesis. Using the novel intermediate provided by the present application to synthesize morphine derivatives has the characteristics of significantly reducing the synthesis steps, improving the yield, reducing the discharge of three wastes and reducing the production cost.

    THE PREPARATION METHOD OF (3S,4S)-3-HEXYL-4-((R)-2-HYDROXYTRIDECYL)-OXETAN-2-ONE AND THE PRODUCT OF THAT METHOD
    6.
    发明公开
    THE PREPARATION METHOD OF (3S,4S)-3-HEXYL-4-((R)-2-HYDROXYTRIDECYL)-OXETAN-2-ONE AND THE PRODUCT OF THAT METHOD 有权
    VERFAHREN ZUR HERSTELLUNG VON（3S，4S）-3-HEXYL-4 - （（R）-2-羟基吡啶）OXETAN-2-ON UND DAS PRODUKT DIESES VERFAHRENS

    公开(公告)号：EP2280007A1

    公开(公告)日：2011-02-02

    申请号：EP08757494.3

    申请日：2008-05-26

    申请人： Chongqing Zhien Pharmaceutical Co., Ltd. ,  Sichuan University

    发明人： QIN, Yong ,  DENG, Xianglin ,  ZHOU, Xuan ,  YU, Guofeng ,  WANG, Ke ,  SONG, Hao ,  WANG, Xiaolin ,  HUANG, Shan

    IPC分类号： C07D305/12

    CPC分类号： C07D305/12 ,  C07D213/70

    摘要： The present invention relates to a method for the preparation of (3S,4S)-3-hexyl-4-((R)-2-hydroxytridecyl)-oxetan-2-one and a product of the method. The method includes the following steps: a) reducing a substance represented by formula (II) to obtain a substance represented by formula (III), and then oxidizing the substance represented by formula (III) to form a substance represented by formula (IV); b) acylating n-octanoic acid to obtain n-octanoyl chloride using thionyl dichloride, then condensing the obtained n-octanoyl chloride with 2-mercapto-pyridine under basic condition to form a substance represented by formula (V), and then converting the substance represented by formula (V) to a substance represented by formula (VI); c) reacting the substance obtained in the step a) with the substance obtained in the step b) under catalytic condition of Lewis acid to generate a substance represented by formula (VII), and then reacting with a Lewis acid. The meanings of the signs in these formulas are the same as those in the description.

    摘要翻译： 本发明涉及制备（3S，4S）-3-己基-4 - （（R）-2-羟基十三烷基） - 氧杂环丁烷-2-酮的方法和该方法的产物。 该方法包括以下步骤：a）还原由式（II）表示的物质以获得由式（III）表示的物质，然后氧化由式（III）表示的物质以形成由式（IV）表示的物质， ; b）用正辛酸酰化得到正辛酰氯，然后在碱性条件下将所得正辛酰氯与2-巯基 - 吡啶缩合形成式（Ⅴ）表示的物质，然后转化成物质 由式（Ⅴ）代表由式（Ⅵ）表示的物质; c）在路易斯酸的催化条件下，使步骤a）中获得的物质与步骤b）中获得的物质反应，生成由式（Ⅶ）表示的物质，然后与路易斯酸反应。 这些公式中的符号的含义与描述中的符号的含义相同。