PURE D-(17α)-13-ETHYL-17-HYDROXY-18,19-DINORPREGN-4-ENE-20-YNE-3-ONE-3E- AND -3Z-OXIME ISOMERS, AS WELL AS PROCESS FOR THE SYNTHESIS OF THE MIXTURE OF ISOMERS AND THE PURE ISOMERS

摘要

the object of the invention to process high purity d - (17a) - 13 - 17 - hydroxy ethyl 18,19 - dinorpregn - 4 - i - 20 - in - 3 - d - norgestrel on oxime production situation of the acetilezu00e9se 17, 17 received acetyloxy - 3 - oxo - derivatives oximu00e1lu00e1sa disadvantaged group. finally, the he's had 3 - oximszu00e1rmazu00e9k 17 favoured by hidrolizu00e1lu00e1sa acetyloxy group.atalu00e1lmu00e1ny act according to the anyagul baseline for at least 93 - 94% pure d - (17a) - 17 - hydroxy - - - - l3etil 18,19 dinor pregn - 4 - i - 20 - in - 3 - (d - norgesztrelt sheds) inert gas medium korid atmoszfu00e9ru00e1banju00e9gecetes zinc and hydrogen chloride, or 70% of osperklu00f3rsav sign enlu00e9tu00e9ben acetilezik acetic anhydride.after the divorce, i'll reakciu00f3teljessu00e9 aqueous hydrochloric acid solution and the ecetsavanhidridfeleslegu00e9t enol acetate by-product was condemned, this test reakciu00f3elegybu0151l ice water will be expelled from the d - (17a) - 17 - acetyloxy - l3 - ethyl - 4 - pregn dinor 18,19 - - - i - 20 - in - 3 - on the kivu00e1ltcsapadu00e9 after compaction are eliminated savmentesre kot, water washed, driedi'll u00e9sszilikagu00e9llel dissolved in acetone or dichloromethane or aluminum oxide and csontszu00e9nnel aderu00edtett are clarified, and the rest of the solvent from a solution of lepu00e1rolju00e1k, 9: 1tu00e9rfogataru00e1nyu00fa diisopropyl ether / acetonitrile or diisopropyl ether / ethanol elegybu0151l crystalline u00edtva is purified from the d - (17, 17a) - acetyl oxy ethyl - - 13 - 18.dinor - 19 - pregn - 4 - i - 20 - in - 3 - hydroxyl - ju00e9gecetesku00f6zegben nitrogu00e9nbevezetu00e9s sheds during the vagynu00e1trium acetate ammonium acetate, addition of hydroxylammonium kloriddalreagu00e1ltatju00e1k approximately 45 minutes of intensive mixing of the reaction is complete, and areakciu00f3elegyet vu00e1lu00e1su00e1 after the precipitate with water shall be, after compaction are eliminated, savmentesre washed, driedthe obtained by crystallisation, ethanol, d - (17, 17a) - acetyl oxy - 13 - ethyl - 4 - pregn dinor 18,19 - - - i - 20 - in - 3 - 4 - 1 - oximot on szu00e9natomosalkanolos solution in nitrogen atmosphere, 5 to 35 degrees celsius in an equivalent amount of alkali metal hydroxide ku00f6zu00f6ttihu0151mu00e9rsu00e9kleten, hydrolysed by inten zu00edv with stirring, the reaction is complete and the reaction mix with water after divorce shall be u00e9rtu00e9ku00e9tecetsavval suspension ph 7.5 - 9 between the claim of the product like this up into the neutral utu00e1nkiszu0171rik compaction, water washed, dried, and finally the nyerstermu00e9ketetanolban released, active carbon are clarified, and the adszorbenskiszu0171ru00e9se after the szu0171rletbu0151l high-purity d - (17a) - 17 - hydroxy - 3 - ethyl - 18,19 - dinor - p regn - 4 - i - 20 - in - 3 - on - oximot water expelled, acsapadu00e9kot is eliminated.wash with water and, if necessary, anyalu00fagmentesre esetu00e9netanolbu00f3l u00e1tkristu00e1lyosu00edtju00e1k. oh