Acetic acid (10R,13S,17S)-4-fluoro-10,13-dimethyl-3-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester | 147540-94-1

• 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: Acetic acid (10R,13S,17S)-4-fluoro-10,13-dimethyl-3-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
• CAS: 147540-94-1
• 化学式: C₂₁H₂₉FO₃
• 分子量: 348.458
• InChiKey: ADBUTVZSNMDTBW-JFMVJYGHSA-N

物化性质

• 沸点：
  429.9±45.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

反应信息

• 作为产物：
  描述：

  3-trimethylsilyloxyandrosta-3,5-diene-17β-ol, acetate 在 N-氟-4-甲基吡啶-2-磺酸盐 作用下， 以4%的产率得到Acetic acid (10R,13S,17S)-4-fluoro-10,13-dimethyl-3-oxo-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl ester
  参考文献：
  名称：

  Mo calculation study of the fluorinating reaction of N-fluoropyridinium salts

  摘要：

  DOI：

  10.1016/s0022-1139(00)83715-x

文献信息

• Synthesis, Properties, and Reactivity of <i>N,N</i>‘-Difluorobipyridinium and Related Salts and Their Applications as Reactive and Easy-To-Handle Electrophilic Fluorinating Agents with High Effective Fluorine Content¹
  作者：Teruo Umemoto、Masayuki Nagayoshi、Kenji Adachi、Ginjiro Tomizawa

  DOI：10.1021/jo972338q

  日期：1998.5.1

  N,N'-Difluoro-2,2'-, -2,4'-, -3,3'-, -4,4'-bipyridinium and substituted N,N'-difluoro-2,2'-bipyridinium bis(triflates), bis(tetrafluoroborates), bis(hexafluorophosphates), and bis(hexafluoroantimonates) 1-9 were synthesized in high yields by the direct fluorination of a mixture of a bipyridyl and a Lewis acid, a Bronsted acid, or the alkali metal salt of an acid. The higher homologues, trimer 10 and polymer II, were also synthesized. Unsubstituted or electron-donating group-substituted N,N'-difluorobipyridinium salts are stable nonhygroscopic crystals, while the electron-withdrawing group-substituted N,N'-diflurobipyridinium salts 3, 5, and 6 are moisture-sensitive crystals. Hydrolysis of Ib in boiling water gave 3,3'-dihydroxy-2,2'-bipyridyl. The reactivity determination indicated that the fluorinating capability decreased in the order 2,2'- much greater than 2,4' > 3,3'- approximate to 4,4'-isomer much greater than N-fluoropyridinium salt and that the two N-F moieties in a molecule mere effective for fluorination. This fluorination occurred in a step-by-step manner, and the reactivity difference between the first and second fluorinations was very small. N,N'-Difluoro-2,2'-bipyridinium bis(tetrafluoroborate) (Ib) is thus shown to be a highly reactive and easy-to-handle electrophilic fluorinating agent with the high effective fluorine content (103.3 g/kg) for preparing many fluoro organic compounds.