(5S,8R,9S,10S,13R,14S,17R)-17-((2R,5E)-8-chloro-8,8-difluoro-5,6-dimethyloct-5-en-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene | 1609975-05-4

• 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: (5S,8R,9S,10S,13R,14S,17R)-17-((2R,5E)-8-chloro-8,8-difluoro-5,6-dimethyloct-5-en-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
• CAS: 1609975-05-4
• 化学式: C₂₉H₄₇ClF₂
• 分子量: 469.142
• InChiKey: UVWKWMYAQALAEI-AOMDFHTLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.01
• 重原子数：
  32.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  (5S,8R,9S,10S,13R,14S,17R)-17-((2R,5E)-8-chloro-8,8-difluoro-5,6-dimethyloct-5-en-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 2.0h， 以93%的产率得到(5S,8R,9S,10S,13R,14S,17R)-17-((2R,5E)-8,8-difluoro-5,6-dimethylocta-5,7-dien-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
  参考文献：
  名称：

  A Practical Source of Chlorodifluoromethyl Radicals. Convergent Routes to gem-Difluoroalkenes and -dienes and (2,2-Difluoroethyl)-indoles, -azaindoles, and -naphthols

  摘要：

  The preparation of O-octadecyl-S-chlorodifluoromethyl xanthate from chlorodifluoroacetic acid and its use as a convenient source of chlordifluoromethyl radicals is described. This reagent may be used to access gem-difluoroalkenes and -dienes, as well as (2,2-difluoroethyl)-indolines, -indoles, and -naphthols.

  DOI：

  10.1021/ol501063a
• 作为产物：
  描述：

  (6R)-6-((5S,8R,9S,10S,13R,14S,17R)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)-2,3-dimethylhept-1-en-3-ol 在 过氧化双月桂酰 、 sodium hydride 作用下， 以 二甲基亚砜 、 乙酸乙酯 、 mineral oil 为溶剂， 生成 (5S,8R,9S,10S,13R,14S,17R)-17-((2R,5Z)-8-chloro-8,8-difluoro-5,6-dimethyloct-5-en-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene 、 (5S,8R,9S,10S,13R,14S,17R)-17-((2R,5E)-8-chloro-8,8-difluoro-5,6-dimethyloct-5-en-2-yl)-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
  参考文献：
  名称：

  A Practical Source of Chlorodifluoromethyl Radicals. Convergent Routes to gem-Difluoroalkenes and -dienes and (2,2-Difluoroethyl)-indoles, -azaindoles, and -naphthols

  摘要：

  The preparation of O-octadecyl-S-chlorodifluoromethyl xanthate from chlorodifluoroacetic acid and its use as a convenient source of chlordifluoromethyl radicals is described. This reagent may be used to access gem-difluoroalkenes and -dienes, as well as (2,2-difluoroethyl)-indolines, -indoles, and -naphthols.

  DOI：

  10.1021/ol501063a