1-((3S,10R,13S,17S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-methylhexan-1-one | 1369391-49-0

• 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: 1-((3S,10R,13S,17S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-methylhexan-1-one
• CAS: 1369391-49-0
• 化学式: C₄₂H₆₀O₂Si
• 分子量: 625.023
• InChiKey: HABQVOYUADSBAO-NPICPOEPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.91
• 重原子数：
  45.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-((3S,10R,13S,17S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-methylhexan-1-one 在 吡啶 、 1,3-二溴-5,5-二甲基海因 、 偶氮二异丁腈 、 四丁基氟化铵 、 四丁基溴化铵 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 苯 为溶剂， 反应 2.74h， 生成
  参考文献：
  名称：

  Design, Synthesis, and Biological Action of 20R-Hydroxyvitamin D3

  摘要：

  The non-naturally occurring 20R epimer of 20-hydroxyvitamin D3 is synthesized based on chemical design and hypothesis. The 20R isomer is separated by semipreparative HPLC, and its structure is characterized. A comparison of 20R isomer to its 20S counterpart in biological evaluation demonstrates that they have different behaviors in antiproliferative and metabolic studies.

  DOI：

  10.1021/jm201478e
• 作为产物：
  描述：

  (3S,10R,13S,17S)-3-hydroxy-N-methoxy-N,10,13-trimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxamide 在 N-甲基咪唑 、 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1-((3S,10R,13S,17S)-3-((tert-butyldiphenylsilyl)oxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-5-methylhexan-1-one
  参考文献：
  名称：

  Design, Synthesis, and Biological Action of 20R-Hydroxyvitamin D3

  摘要：

  The non-naturally occurring 20R epimer of 20-hydroxyvitamin D3 is synthesized based on chemical design and hypothesis. The 20R isomer is separated by semipreparative HPLC, and its structure is characterized. A comparison of 20R isomer to its 20S counterpart in biological evaluation demonstrates that they have different behaviors in antiproliferative and metabolic studies.

  DOI：

  10.1021/jm201478e