O-[(3S,8R,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] methylsulfanylmethanethioate | 149143-01-1

• 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: O-[(3S,8R,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] methylsulfanylmethanethioate
• CAS: 149143-01-1
• 化学式: C₂₈H₄₈O₂S₂Si
• 分子量: 508.905
• InChiKey: SVNCIETYPABDNC-RSFKWRCVSA-N

物化性质

• 沸点：
  534.0±50.0 °C(predicted)
• 密度：
  1.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.76
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  75.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  O-[(3S,8R,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] methylsulfanylmethanethioate 在 三乙基硼 、 氧气 、 三正丁基氢锡 作用下， 以91%的产率得到
  参考文献：
  名称：

  On the stability and radical deoxygenation of tertairy xanthates.

  摘要：

  Xanthates of tertiary alcohols were isolated and properly characterized. Radical deoxygenation reactions under various conditions to the corresponding alkanes were successfully carried out. Comparative data of various initiatiors and hydrogen atom donors for xanthate deoxygenation are reported.

  DOI：

  10.1016/s0040-4039(00)73548-9
• 作为产物：
  描述：

  1H-咪唑-1-二硫代羧酸甲酯 、 (3S,8R,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol 在 potassium hydride 作用下， 以 四氢呋喃 、 paraffin 为溶剂， 反应 1.0h， 以95%的产率得到O-[(3S,8R,9S,10R,13S,14S,17S)-3-[tert-butyl(dimethyl)silyl]oxy-10,13,17-trimethyl-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-yl] methylsulfanylmethanethioate
  参考文献：
  名称：

  1-(Methyldithiocarbonyl)imidazole: A Reagent of S-Methyldithiocarbonylation

  摘要：

  报告了1-(甲基二硫碳酰)咪唑的开发、合成及其作为反应试剂用于醇的温和转化为O-烷基、S-甲基二硫碳酸酯的应用。

  DOI：

  10.1055/s-1997-1019

文献信息

• 1-(Methyldithiocarbonyl)imidazole: A Reagent of <i>S</i>-Methyldithiocarbonylation
  作者：Wei Sun、Ji Hu、Yong Shi

  DOI：10.1055/s-1997-1019

  日期：1997.11

  The development, synthesis and use of the 1-(methyldithiocarbonyl)imidazole as a reactive reagent for the mild conversion of alcohols to O-alkyl, S-methyl dithiocarbonates is reported.

  报告了1-(甲基二硫碳酰)咪唑的开发、合成及其作为反应试剂用于醇的温和转化为O-烷基、S-甲基二硫碳酸酯的应用。
• On the stability and radical deoxygenation of tertairy xanthates.
  作者：Derek H.P. Barton、Shyamal I. Parekh、Chi-Lam Tse

  DOI：10.1016/s0040-4039(00)73548-9

  日期：1993.4

  Xanthates of tertiary alcohols were isolated and properly characterized. Radical deoxygenation reactions under various conditions to the corresponding alkanes were successfully carried out. Comparative data of various initiatiors and hydrogen atom donors for xanthate deoxygenation are reported.