发明公开
EP2215104A1 11.BETA.-FLUORO-3-ACETOXYESTRA-3,5-DIEN-17-ON UND VERFAHREN ZU SEINER HERSTELLUNG 有权
11.BETA.Fluoro-3-ACETOXYESTRA-3,5-DIEN-17-ON UND VERFAHREN ZU SEINER HERSTELLUNG

11.BETA.-FLUORO-3-ACETOXYESTRA-3,5-DIEN-17-ON UND VERFAHREN ZU SEINER HERSTELLUNG
摘要:
The present invention relates to 11β-fluoro-3-acetoxyestra-3,5-diene-17-on as suitable intermediate preparation for the production of 11-fluoro-sbustituted steroids and to the method for the production thereof. For this purpose, 11α-hydroxyestr-4-en-3,17-dion is reacted in an organic non-protic solvent with 1 to 3 equivalents of n-nonafluorobutanesulfonyl fluoride and 3 to 5 equivalents of diazabicycloundecene (DBU) at -40 to -20°C and, after an aqueous processing step, 5 to 10 equivalents of acetic acid anhydride and 0.01 to 1 equivalent of a strong acid are added. The desired product precipitates immediately from the reaction solution and is obtained in a very high purity by filtration. The method is characterized by a very high yield, avoidance of a chromatographic purification of the product, a lower amount of waste, and considerably increased process throughput. The method according to the invention is thus particularly suitable for the production of 11β-fluoro-3-acetoxyestra-3,5-diene-17-on on a large technical scale.
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