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    • 3. 发明授权
    • 3-vinyl-cyclo penta (fm{11 )benzopyrans
    • 3-VINYL-CYCLO PENTA(FM {11)BENZOPYRANS
    • US3694463A
    • 1972-09-26
    • US3694463D
    • 1971-04-29
    • DAVID ANDREWSGABRIEL SAUCY
    • ANDREWS DAVIDSAUCY GABRIEL
    • C07D309/10C07D311/94C07D7/20
    • C07D311/94C07D309/10
    • Multi-step processes for the preparation of tricyclic intermediates useful in the total synthesis of steroids are described. A first process step involves treatment of a dihydroxy, divinyl compound with both manganese dioxide and an amine to produce a Mannich base intermediate. The resulting Mannich base intermediate may be reduced catalytically and then coupled with a cyclic dione to yield a tricyclic keto diene. This compound can be reduced to yield a tricyclic hydroxy compound useful as an intermediate in the total synthesis of steroidal compounds having known valuable pharmacological properties. Alternatively, it is possible to directly couple the Mannich base with the cyclic diketo compound followed by reduction and catalytic hydrogenation to yield the tricyclic hydroxy compound.
    • 描述了用于制备类固醇总合成中的三环中间体的多步法。 第一工艺步骤包括用二氧化锰和胺二胺处理二羟基二乙烯基化合物以产生曼尼希碱中间体。 所得到的曼尼希碱中间体可以催化还原,然后与环状二酮偶联,得到三环酮二烯。 可以将该化合物还原,得到在具有已知有价值的药理学性质的甾族化合物的全合成中可用作中间体的三环羟基化合物。 或者,可以将曼尼希碱与环状二酮化合物直接连接,然后进行还原和催化氢化,得到三环羟基化合物。