(E)-(R)-6-[(3S,8S,9S,10R,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-4-en-3-one | 220007-03-4

• 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: (E)-(R)-6-[(3S,8S,9S,10R,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-4-en-3-one
• CAS: 220007-03-4
• 化学式: C₃₃H₅₆O₂Si
• 分子量: 512.892
• InChiKey: BLZJKBPSXPMREX-GIVFSEAKSA-N

物化性质

• 沸点：
  548.865±33.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  0.981±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.37
• 重原子数：
  36.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 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：

  (E)-(R)-6-[(3S,8S,9S,10R,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-4-en-3-one 在 sodium hydroxide 、 samarium diiodide 、 双氧水 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.0h， 生成 (5R,6S)-6-[(3S,8S,9S,10R,13S,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-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-hydroxy-2-methyl-heptan-3-one
  参考文献：
  名称：

  Simple, stereocontrolled syntheses of 24(S),25-epoxy-22(R)-hydroxycholesterol, 22(R),24(S)-dihydroxycholesterol and diastereomers, new ligands for binding and activation of LXRs

  摘要：

  Described herein are stereocontrolled syntheses of a series of sidechain oxygenated cholesterols for the study of binding and activation of nuclear receptors of the LXR family. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02182-0
• 作为产物：
  描述：

  3-methyl-1-(triphenyl-λ5-arsanylidene)butan-2-one 、 3β-(t-butyldimethylsilyloxy)-23,24-dinorchol-5-enaldehyde 以 四氢呋喃 为溶剂， 反应 16.0h， 以83%的产率得到(E)-(R)-6-[(3S,8S,9S,10R,13R,14S,17R)-3-(tert-Butyl-dimethyl-silanyloxy)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methyl-hept-4-en-3-one
  参考文献：
  名称：

  Simple, stereocontrolled syntheses of 24(S),25-epoxy-22(R)-hydroxycholesterol, 22(R),24(S)-dihydroxycholesterol and diastereomers, new ligands for binding and activation of LXRs

  摘要：

  Described herein are stereocontrolled syntheses of a series of sidechain oxygenated cholesterols for the study of binding and activation of nuclear receptors of the LXR family. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02182-0