(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-((R)-4-Bromo-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol | 916725-01-4

• 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: (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-((R)-4-Bromo-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol
• 英文别名: (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-[(2R)-5-bromopentan-2-yl]-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol
• CAS: 916725-01-4
• 化学式: C₂₄H₄₁BrO₃
• 分子量: 457.492
• InChiKey: MPQVVCMXQZNGHD-YHEMGIGTSA-N

物化性质

• 沸点：
  551.5±50.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-((R)-4-Bromo-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol 、 4-[[25,26,27,28-Tetrahexoxy-11,17,23-tris[(4-hydroxyphenyl)diazenyl]-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]diazenyl]phenol 在 四丁基碘化铵 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以62%的产率得到(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-5-[4-[[25,26,27,28-tetrahexoxy-11,17,23-tris[[4-[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentoxy]phenyl]diazenyl]-5-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]diazenyl]phenoxy]pentan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-3,7,12-triol
  参考文献：
  名称：

  An Amphiphilic Molecular Basket Sensitive to Both Solvent Changes and UV Irradiation

  摘要：

  A molecular basket was obtained by linking four cholate units to a cone-shaped calix[4] arene scaffold through azobenzene spacers. The molecule turns its polar faces inward in nonpolar solvents to bind polar molecules such as sugar derivatives. In polar solvents, the nonpolar faces turn inward, allowing the binding of hydrophobic guests such as pyrene. The molecule can also respond to UV irradiation by trans-cis isomerization of the azobenzene spacers. Response toward both solvents and UV light is fully reversible.

  DOI：

  10.1021/jo061672w
• 作为产物：
  描述：

  3α,7α,12α-trihydroxycholan-24-ol 在 四溴化碳 、 三苯基膦 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以40%的产率得到(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-17-((R)-4-Bromo-1-methyl-butyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,7,12-triol
  参考文献：
  名称：

  An Amphiphilic Molecular Basket Sensitive to Both Solvent Changes and UV Irradiation

  摘要：

  A molecular basket was obtained by linking four cholate units to a cone-shaped calix[4] arene scaffold through azobenzene spacers. The molecule turns its polar faces inward in nonpolar solvents to bind polar molecules such as sugar derivatives. In polar solvents, the nonpolar faces turn inward, allowing the binding of hydrophobic guests such as pyrene. The molecule can also respond to UV irradiation by trans-cis isomerization of the azobenzene spacers. Response toward both solvents and UV light is fully reversible.

  DOI：

  10.1021/jo061672w