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    • 10. 发明申请
    • A FACILE METHOD FOR SYNTHESIZING BACCATIN III COMPOUNDS
    • 一种合成BACCATIN III化合物的方法
    • WO2005113528A1
    • 2005-12-01
    • PCT/US2005/016497
    • 2005-05-11
    • IMMUNOGEN, INC.BALOGLU, Erkan
    • BALOGLU, Erkan
    • C07D305/14
    • C07F7/188C07D305/14C07F7/1892
    • A process for synthesizing a C-7 protected baccatin III compound represented by formula (A), which comprises reacting a 10-deacetylbaccatin III compound represented by formula (B) with a protecting agent and an acylating agent in the presence of a secondary amine and a nitrogen-containing compound. Also, a process for synthesizing a C-7 protected 10-deacetylbaccatin III compound represented by formula (C), which comprises reacting a 10-deacetylbaccatin III compound represented by formula (B) with a protecting agent in the presence of a secondary amine and a nitrogen-containing compound. In both processes the nitrogen-containing compound is selected from a nitrogen-containing heterocycle or a trialkylamine. When the nitrogen-containing heterocycle is selected, it may be an unsubstituted or a substituted pyridine or an unsubstituted or a substituted pyrazine. When a trialkylamine is selected, it may be, for example, triethylamine or diisopropylethylamine.(A, B, C) wherein PG 1 represents the organic residue of the protecting agent, PG 2 represents the organic residue of the acylating agent, and R represents a simple or substituted aryl group or a heterocyclic group.
    • 一种合成由式(A)表示的C-7保护的浆果赤霉素III化合物的方法,其包括在仲胺存在下使由式(B)表示的10-脱乙酰基浆果赤霉素III化合物与保护剂和酰化剂反应, 含氮化合物。 另外,合成由式(C)表示的C-7保护的10-脱乙酰基浆果赤霉素III化合物的方法,该方法包括使式(B)表示的10-脱乙酰基浆果赤霉素III化合物与保护剂在仲胺存在下反应, 含氮化合物。 在这两种方法中,含氮化合物选自含氮杂环或三烷基胺。 当选择含氮杂环时,其可以是未取代的或取代的吡啶或未取代的或取代的吡嗪。 当选择三烷基胺时,可以是例如三乙胺或二异丙基乙胺(A,B,C),其中PG1表示保护剂的有机残基,PG2表示酰化剂的有机残基,R表示简单的 或取代的芳基或杂环基。