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    • 8. 发明公开
    • Process for making erythro-dihydroxyalkenoic acide derivatives
    • Verfahren zur Herstellung von erythro-Bishydroxyalkensaüre-Derivaten。
    • EP0142323A2
    • 1985-05-22
    • EP84307659.7
    • 1984-11-06
    • IMPERIAL CHEMICAL INDUSTRIES PLC
    • Harris, Gregory David
    • C07D319/06C07D319/08C07D307/20C07D307/32C07C59/48C07C311/02C07C47/27
    • C07D307/33C07C59/64C07D307/20C07D319/08
    • The invention provides a novel process for making novel (4-phenyl-1,3-dioxan-cis-5-yllalkenoic acids of the formula I in which Ra and Rb are independently hydrogen, alkenyl, alkyl, halogenoalkyl, pentafluorophenyl, aryl or aryl-(1-4C)alkyl; or Ra and Rb together are polymethylene; Rc is hydroxy or (1-6C)alkanesulphonamido, A is vinylene, n is 1, Y is polymethylene, and benzene ring B bears various optional substituents. The process involves the reaction of an aldehyde of formula II with an ylid to give an erythro-diol of formula 111 which is then cyclised to the required dioxane derivative of formula I. The invention also provides a novel process for making the aldehydes of formula II from the corresponding lactols of formula IIa, which are themselves obtained with the correct trans-stereochemistry by two selective reductions of a trans-phenylparaconic acid of formula V. The compounds of formula I are useful as therapeutic agents.
    • 本发明提供了制备式I的新型(4-苯基-1,3-二恶烷 - 顺式-5-基)链烯酸的新方法,其中Ra和Rb独立地是氢,烯基,烷基,卤代烷基,五氟苯基,芳基或芳基 - (1-4C)烷基; 或Ra和Rb一起是聚亚甲基; Rc是羟基或(1-6C)烷基磺酰氨基,A是亚乙烯基,n是1,Y是多亚甲基,苯环B具有各种任选的取代基。 该方法涉及式II醛与内鎓盐的反应,得到式III的赤式二醇,然后将其分解成所需的式I的二烷衍生物。本发明还提供了制备式II的醛的新方法 来自相应的式IIa的乳糖,其本身通过两种选择性还原式V的反式苯基正康酸以正确的反式立体化学方法获得。式I化合物可用作治疗剂。