(3S,5S,6S,8R,9S,10R,13S,14S)-6α-fluoro-10,13-dimethyl-17-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate | 1134189-98-2

• 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
• 英文名称: (3S,5S,6S,8R,9S,10R,13S,14S)-6α-fluoro-10,13-dimethyl-17-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate
• 英文别名: 3β-acetoxy-6α-fluoro-5α-androstan-17-one；[(3S,5S,6S,8R,9S,10R,13S,14S)-6-fluoro-10,13-dimethyl-17-oxo-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-3-yl] acetate
• CAS: 1134189-98-2
• 化学式: C₂₁H₃₁FO₃
• 分子量: 350.474
• InChiKey: HDYYCRFSBXYFAL-QUWBHBDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  25.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  醋酸去氢表雄酮 在 N-(tert-Butyl)-N-((1-phenylvinyl)oxy)-3,5-bis(trifluoromethyl)benzamide 、 N-氟代双苯磺酰胺 作用下， 生成 (3S,5S,6S,8R,9S,10R,13S,14S)-6α-fluoro-10,13-dimethyl-17-oxohexadecahydro-1H-cyclopenta[a]phenanthren-3-yl acetate 、
  参考文献：
  名称：

  [EN] REAGENTS AND METHODS FOR ALIPHATIC CARBON—HYDROGEN BOND FUNCTIONALIZATION
  [FR] RÉACTIFS ET PROCÉDÉS DE FONCTIONNALISATION DE LIAISON CARBONE-HYDROGÈNE ALIPHATIQUE

  摘要：

  The subject matter contained herein relates generally to methods and compounds that facilitate aliphatic carbon-hydrogen bond functionalization by group transfer via a nitrogen-centered radical in the presence of a trap, and the functionalized compounds prepared therefrom. The subject matter described herein provides a platform and the ability to efficiently and selectively introduce a range of valuable functionality on diverse hydrocarbon substrates ranging from methane to polyolefins with >3500 carbon atoms. As described herein, the reagents employed can form reactive N-centered radicals, the kinetics of which do not compete with companion radical traps. This technology finds usefulness in enhancing capabilities in late-stage diversification, while the molecules and materials now made accessible can provide solutions to important challenges in medicinal chemistry and materials science.

  公开号：

  WO2022241129A1

文献信息

• Elemental fluorine
  作者：Richard D. Chambers、Takashi Nakano、Mandy Parsons、Graham Sandford、Andrei S. Batsanov、Judith A.K. Howard

  DOI：10.1016/j.jfluchem.2008.04.010

  日期：2008.9

  contrasting results. Fluorine gives a mixture of mono-fluorinated steroids in which fluorine atoms are attached to tertiary carbon sites whereas Selectfluor® gives fluoro-steroid systems arising from electrophilic aliphatic substitution of the most sterically accessible secondary saturated positions. The identities of the fluoro-steroid products were determined by NMR analysis and X-ray crystallography.

  3β乙酰氧基5α -雄甾烷-17-酮与元素氟和的Selectfluor的反应®报告并给出对比结果。氟给出，其中氟原子连接在叔碳位点，而的Selectfluor单氟化类固醇的混合物®给出从最空间上可接近的二次饱和位置亲电的脂族取代产生的氟类固醇系统。通过NMR分析和X射线晶体学确定氟-类固醇产物的身份。