(6alpha,8Xi,11beta,14Xi,16alpha,17alpha)-17-{[(溴甲基)硫基]羰基}-6,9-二氟-11-羟基-16-甲基-3-氧代雄甾-1,4-二烯-17-基丙酸酯 | 80474-27-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 中文名称: (6alpha,8Xi,11beta,14Xi,16alpha,17alpha)-17-{[(溴甲基)硫基]羰基}-6,9-二氟-11-羟基-16-甲基-3-氧代雄甾-1,4-二烯-17-基丙酸酯
• 中文别名: 氟替卡松丙酸酯杂质4
• 英文名称: S-Bromomethyl 6α,9α-difluoro-11β-hydroxy-16α-methyl-3-oxo-17α-propionyloxyandrosta-1,4-diene-17β-carbothioate
• 英文别名: KP2Fzy6867；[(6S,8S,9R,10S,11S,13S,14S,16R,17R)-17-(bromomethylsulfanylcarbonyl)-6,9-difluoro-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate
• CAS: 80474-27-7
• 化学式: C₂₅H₃₁BrF₂O₅S
• 分子量: 561.485
• InChiKey: STSJMJBSSJPOIV-CENSZEJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  8

安全信息

• 安全说明：
  S22,S24/25

文献信息

• NOVEL PROCESS AND INTERMEDIATES
  申请人：Gore Vinayak G.

  公开号：US20090177001A1

  公开（公告）日：2009-07-09

  The present invention relates to a process for the preparation of steroidal 17β-carboxylic thioates. More particularly the present invention relates to a convenient and efficient synthesis of steroidal 17β-carboxylic thioates, such as fluticasone propionate I, using soluble mixed fluorides to introduce fluorine by displacing an appropriate leaving group X in compounds II resulting in selective and controlled fluorination. The present invention also relates to intermediates II and their preparation.

  本发明涉及一种制备类固醇17β-羧基硫酸酯的过程。更具体地说，本发明涉及使用可溶性混合氟化物通过置换化合物II中适当的离去基X引入氟，从而选择性地和可控地氟化制备类固醇17β-羧基硫酸酯（如丙酸氟替卡松I）的方便和高效合成。本发明还涉及中间体II及其制备。
• Process for the preparation of S-fluoromethyl-6,9-difluoro-11-hydroxy-16-methyl-17-propionyloxy-3-oxo-androsta-1,4-diene-17-carbothioate and intermediates
  申请人：Generics (UK) Limited

  公开号：EP2402360A1

  公开（公告）日：2012-01-04

  The present invention relates to a process for the preparation of steroidal 17β-carboxylic thioates. More particularly the present invention relates to a convenient and efficient synthesis of steroidal 17β-carboxylic thioates, such as fluticasone propionate I, using soluble mixed fluorides to introduce fluorine by displacing an appropriate leaving group X in compounds II resulting in selective and controlled fluorination. The present invention also relates to intermediates II and their preparation.

  本发明涉及一种制备甾体 17β-羧基硫代酸酯的工艺。 更具体地说，本发明涉及一种方便有效地合成甾体 17β-羧基硫代酸酯（如氟替卡松丙酸酯 I）的方法，该方法使用可溶性混合氟化物，通过置换化合物 II 中的适当离去基团 X 来引入氟，从而实现选择性和受控氟化。 本发明还涉及中间体 II 及其制备。
• PROCESS FOR THE PREPARATION OF S-FLUOROMETHYL-6 ,9 -DIFLUORO-11 -HYDROXY-16 -METHYL-17 -PROPIONYLOXY-3-OXO-ANDROSTA-1,4-DIENE-17 -CARBOTHIOATE AND INTERMEDIATES
  申请人：Generics [UK] Limited

  公开号：EP2044099B1

  公开（公告）日：2012-05-23
• PROCESS FOR THE PREPARATION OF S-FLUOROMETHYL-6,9-DIFLUORO-11-HYDROXY-16-METHYL-17-PROPIONYLOXY-3-OXO-ANDROSTA-1,4-DIENE-17-CARBOTHIOATE AND INTERMEDIATES
  申请人：Generics [UK] Limited

  公开号：EP2402361B1

  公开（公告）日：2020-04-15
• Process for the Preparation of Fluticasone Propionate
  申请人：Generics [UK] Limited

  公开号：US20130172587A1

  公开（公告）日：2013-07-04

  The present invention relates to a process for the preparation of steroidal 17β-carboxylic thioates. More particularly the present invention relates to a convenient and efficient synthesis of steroidal 17β-carboxylic thioates, such as fluticasone propionate I, using soluble mixed fluorides to introduce fluorine by displacing an appropriate leaving group X in compounds II resulting in selective and controlled fluorination. The present invention also relates to intermediates II and their preparation.