CAS: 58691-88-6; 17-Hydroxy-6-Methyl-19-Norpregna-4,6-Diene-3,20-Dione

6-Methyl-19-Desmethyl-21-Phenylsulfinylpregnene-4,6,17(20),20-Tetraen-3-One置于sodium,三甲氧基磷体系中,用 甲醇 作为反应溶剂,化学反应 5.0H,以93%的收率获得产物诺美孕酮
参考文献:一种合成6-甲基-17α-羟基-19-去甲孕甾-4,6-二烯-3,20-二酮的方法
标题:一种合成6-甲基-17α-羟基-19-去甲孕甾-4,6-二烯-3,20-二酮的方法
摘要:本发明涉及药物合成领域,具体地,本发明涉及一种合成6‑甲基‑17α‑羟基‑19‑去甲孕甾‑4,6‑二烯‑3,20‑二酮的方法.所述方法包括步骤:以炔诺酮和原甲酸乙酯反应得到3‑乙氧基‑17α‑乙炔基‑19‑去甲基孕甾‑3,5‑二烯‑17β‑醇(2);化合物2进行vilsmeier反应得到3‑乙氧基‑6‑甲酰基‑17α‑乙炔基‑19‑去甲基孕甾‑3,5‑二烯‑17β‑醇(3);化合物3和nabh4反应,经酸化,脱水,得到6‑次甲基‑17α‑乙炔基‑17β‑羟基‑19‑去甲基孕甾‑4‑烯‑3‑酮(4);化合物4在pd‑c/环己烯作用下进行双键位移得到产物6‑甲基‑17α‑乙炔基‑17β‑羟基‑19‑去甲基孕甾‑4,6‑二烯‑3‑酮(5);化合物5和苯次磺酰氯反应得到6‑甲基‑19‑去甲基‑21‑苯亚磺酰基孕甾‑4,6,17(20),20‑四烯‑3‑酮.

专利信息

专利号:US-11274119-B2
优先权日:2016-12-16
标题:Industrial process for the synthesis of nomegestrol-acetate
发明人：Mahó Sándor; Csörgei János; SÃ?NTA CSABA; VINCZE PÉTER; BALOGH LÃ?SZLÓ; Horváth János; BÉNI ZOLTÃ?N
权利人:RICHTER GEDEON NYRT
摘要:The invention relates to the last step of a synthetic process, in which Nomegestrol-acetate of formula (I) is synthesized from 17α-acetoxy-6-methylene-19-norpregn-4-ene-3,20-dione of formula (II) in the presence of Pd/C catalyst and acetic acid in hot ethanolic solution.

专利号:US-2008234340-A1
优先权日:2007-03-09
标 题:Synthesis and characterization of polymorph form II of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-YL)thiazol-4-YL)benzonitrile
发明人：MIRMEHRABI MAHMOUD; NIU YUPING; TADAYON ABDOLSAMAD; DESHMUKH SUBODH; KU MANNCHING SHERRY
权利人:WYETH CORP
摘要:A polymorph Form II of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile and methods of preparing Form II are described. Also provided are methods of contraception, treating or preventing fibroids, uterine leiomyomata, endometriosis, dysfunctional bleeding, polycystic ovary syndrome, and hormone-dependent carcinomas, providing hormone replacement therapy, stimulating food intake, and synchronizing estrus including using polymorph Form II of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile. n Further provided are methods for preparing polymorph Form I of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile from polymorph Form II of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile.

专利号:US-2008249148-A1
优先权日:2007-03-09
标题:Synthesis and characterization of polymorph form III 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile
发明人：MIRMEHRABI MAHMOUD; TADAYON ABDOLSAMAD; DESHMUKH SUBODH
权利人:WYETH CORP
摘要:A polymorph Form III of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile and methods of preparing Form III are described. Also provided are methods of contraception, treating or preventing fibroids, uterine leiomyomata, endometriosis, dysfunctional bleeding, polycystic ovary syndrome, and hormone-dependent carcinomas, providing hormone replacement therapy, stimulating food intake, and synchronizing estrus including using polymorph Form III of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile. n Also provided are methods for preparing polymorph Form I of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile from polymorph Form III of 4-(2-(4,4-dimethyl-2-oxooxazolidin-3-yl)thiazol-4-yl)benzonitrile.

专利号:WO-2018109508-A1
优先权日:2016-12-16
标题:Industrial process for the synthesis of nomegestrol-acetate

专利号:US-2021115084-A1
优先权日:2016-12-16
标题:Industrial process for the synthesis of nomegestrol-acetate

专利号:EP-3555113-A1
优先权日:2016-12-16
标 题 :Industrial process for the synthesis of nomegestrol-acetate