Process for the preparation of β-C-arylglucosides
    1.
    发明授权
    Process for the preparation of β-C-arylglucosides 有权
    制备β-芳基葡糖苷的方法

    公开(公告)号:US09328100B2

    公开(公告)日:2016-05-03

    申请号:US14683883

    申请日:2015-04-10

    IPC分类号: C07D409/10 C07D309/10

    摘要: The present application discloses a stereoselective process for the preparation of β-C-arylglucosides that does not require the use of conventional carbohydrate protecting groups. In one embodiment, the stereoselective process comprises the preparation of the compound of formula I: the process comprising: a) contacting 1,6-anhydro-β-D-glucopyranose with a compound of formula II, R1R2R3Al, in a solvent to form a first reaction mixture; b) contacting the first reaction mixture of step a) with a second reaction mixture to form a third reaction mixture, wherein the second reaction mixture is prepared by contacting an organoaluminum compound of formula III, R4aR5bAlXc, with a compound of formula IV, ArM; and c) contacting the third reaction mixture with a reagent to form the compound of the formula I.

    摘要翻译: 本申请公开了用于制备不需要使用常规碳水化合物保护基团的β-芳基葡糖苷的立体选择性方法。 在一个实施方案中,立体选择性方法包括式I化合物的制备方法:该方法包括:a)在溶剂中使1,6-脱水-β-D-吡喃葡萄糖与式II化合物R1R2R3Al接触形成 第一反应混合物; b)使步骤a)的第一反应混合物与第二反应混合物接触以形成第三反应混合物,其中第二反应混合物通过使式III的有机铝化合物与式IV的化合物ArM; 和c)使第三反应混合物与试剂接触以形成式I的化合物。