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    • 2. 发明授权
    • Preparation of amino-ethyl isoxazolyl substituted tetrahydropyrans and intermediates therefor
    • 氨基乙酸异丙酯取代的四氢呋喃的制备及其中间体
    • US3671539A
    • 1972-06-20
    • US3671539D
    • 1970-01-19
    • HOFFMANN LA ROCHE
    • SAUCY GABRIEL
    • C07D261/08C07D309/10C07D413/06C07D85/22
    • C07D413/06C07D261/08C07D309/10
    • Alternate process routes to 2-(substituted amino)-6-(2-(3,5dimethyl-4-isoxazolyl)ethyl)-tetrahydropyran-2-ols and their optionally alkylated analogs are described. The preparative routes involve multi-step procedures starting from 2-(2''substituted aminoethyl)-2-hydroxy-6-vinyl-tetrahydropyrans and their alkyl substituted analogs including a last step isomerization and amine addition to a 1-(3,5-disubstituted-4isoxazolyl)-7-hydroxy-non-8-en-3-one or its tautomer. The final product aminoethyl-isoxazolyl substituted tetrahydropyrans are intermediates useful in the preparation of pharmaceutically valuable steroidal compounds. In preferred embodiments the amino substituent group in the final products is an optically active amine which renders such products particularly suitable, via resolution procedures, to serve as intermediates in the preparation of optically active steroidal compounds.
    • 描述了2-(取代的氨基)-6-(2- [3,5-二甲基-4-异恶唑基]乙基) - 四氢吡喃-2-醇及其任意烷基化的类似物的交替方法。 制备路线包括从2-(2'-取代的氨基乙基)-2-羟基-6-乙烯基 - 四氢吡喃开始的多步法和它们的烷基取代的类似物,包括最后一步异构化和胺加成到1-(3,5 - 二取代-4-异恶唑基)-7-羟基 - 非-8-烯-3-酮或其互变异构体。 最终产物氨基乙基 - 异恶唑基取代的四氢吡喃是可用于制备药学上有价值的甾体化合物的中间体。 在优选实施方案中,最终产物中的氨基取代基是光学活性胺,其通过拆分方法使得这些产物特别适合用作制备光学活性甾族化合物的中间体。