公开(公告)号：US5599950A

公开(公告)日：1997-02-04

申请号：US287632

申请日：1994-08-04

申请人： Beng-Poon Teng

发明人： Beng-Poon Teng

IPC分类号： C07D493/22 ,  C07H19/01 ,  C07D307/93

CPC分类号： C07D493/22 ,  C07H19/01

摘要： A two-step process for converting ginkgolide C into ginkgolide B is disclosed. In the first step, ginkgolide C is reacted with a sulfonic anhydride to obtain a C-7 sulfonate of ginkgolide C. In the second step, the C-7 sulfonate of ginkgolide C is reacted with a borohydride, and this reaction eliminates the C-7 radical of the C-7 sulfonate of ginkgolide C, thus producing ginkgolide B.

摘要翻译： 公开了将银杏内酯C转化为银杏内酯B的两步法。 在第一步中，银杏内酯C与磺酸酐反应得到银杏内酯C的C-7磺酸盐。在第二步中，将银杏内酯C的C-7磺酸盐与硼氢化钠反应， 7基团的银杏内酯C的C-7磺酸盐C，从而生产银杏内酯B.

公开(公告)号：US5241084A

公开(公告)日：1993-08-31

申请号：US860165

申请日：1992-03-30

申请人： Beng-Poon Teng

发明人： Beng-Poon Teng

IPC分类号： A61K31/34 ,  A61K31/343 ,  A61K36/00 ,  A61P35/00 ,  A61P43/00 ,  C07D493/22

CPC分类号： C07D493/22 ,  Y02P20/55

摘要： The invention relates to a process for the preparation of ginkgolide B from ginkgolide C and to ginkgolide B thus obtained, the process comprising the following succession of four steps:protecting the 10-hydroxy group of ginkgolide C by conversion to an alkyl ester, the reaction being effected in dimethylformamide at a temperature of from 15.degree. to 50.degree. C. for from 4 to 10 hours;activating the 7-hydroxy group of the resultant 10-protected ginkgolide C by conversion to a (R)thiocarbonyl ester, the activation being effected in basic conditions at a temperature of from 0.degree. to 40.degree. C. for from 1 to 24 hours;deoxygenating the 7-activated group in the resultant 10-protected 7-activated ginkgolide C by treating it with tributyltin hydride or tris-(trimethylsilyl)silane, in an aprotic solvent, in the presence of a free-radical generator, the reaction being effected at a temperature of from 70.degree. to 110.degree. C. for from 15 minutes to 3 hours under inert atmosphere, andcleaving the protecting group from the 10-hydroxy group of the resultant 10-protected ginkgolide B.

摘要翻译： 本发明涉及从银杏内酯C和由此获得的银杏内酯B制备银杏内酯B的方法，该方法包括以下连续四个步骤：通过转化成烷基酯保护银杏内酯C的10-羟基，反应 在二甲基甲酰胺中，在15℃至50℃的温度下进行4至10小时; 通过转化为（R）硫代羰基酯来活化所得10-保护的银杏内酯C的7-羟基，该活化在碱性条件下在0℃至40℃的温度下进行1至24小时; 通过在非质子传递溶剂中，在自由基发生剂的存在下，用三丁基锡氢化物或三（三甲基甲硅烷基）硅烷处理，使得到的10保护的7-活化银杏内酯C中的7-活化基团脱氧， 在惰性气氛下，在70〜110℃的温度下反应15分钟〜3小时，并将保护基与所得10个保护的银杏内酯B的10-羟基切断。