Ekhato I Victor, Hurley Tim, Lovdahl Michael, Revitte T J, Guo Luyi, Huang Yun, Clipper Scott, Colson Charles
Department of Chemical Research and Development, Pfizer Global Research and Development, 2800 Plymouth Road, Ann Arbor, MI 48105, USA.
Steroids. 2002 Mar;67(3-4):165-74. doi: 10.1016/s0039-128x(01)00149-0.
Preparative chemical methods for the synthesis of eight oxidative transformation products of ethinyl estradiol (EE) and norethindrone acetate (NA) are described. The prepared materials are useful as reference materials and standards for pharmaceutical analysis of EE and NA as bulk chemical or in formulated product. All eight products result from oxidation of the A and/or B rings of the parent compounds. Oxidation of the heteroannular 3,5 dienyl acetate derivative of NA resulted in the 6 alpha-hydroxy, 6 beta-hydroxy and 6-keto NA. Oxidation of 6-keto NA led to the preparation of 6 alpha-hydroxy, 6 beta-hydroxy, 6-keto- and Delta(6) EE. Delta(11) EE was prepared from estrone.
描述了用于合成乙炔雌二醇（EE）和醋酸炔诺酮（NA）的八种氧化转化产物的制备化学方法。所制备的材料可用作原料药或制剂产品中EE和NA药物分析的参考材料和标准品。所有八种产物均由母体化合物的A环和/或B环氧化产生。NA的异环3,5 - 二烯基醋酸酯衍生物氧化生成6α - 羟基、6β - 羟基和6 - 酮基NA。6 - 酮基NA氧化导致制备6α - 羟基、6β - 羟基、6 - 酮基和Δ(6) EE。Δ(11) EE由雌酮制备。
