5α-Androstan-3-one-17β-ol 2,2'-bipyridylcarboxylate | 216010-44-5

• 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: 5α-Androstan-3-one-17β-ol 2,2'-bipyridylcarboxylate
• 英文别名: 3-oxo-5α-androstan-17β-yl 2,2'-bipyridine-5-carboxylate；[(5S,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl] 6-pyridin-2-ylpyridine-3-carboxylate
• CAS: 216010-44-5
• 化学式: C₃₀H₃₆N₂O₃
• 分子量: 472.627
• InChiKey: MCRQEAFUKIQIDR-ZVWILTBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  69.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  肌氨酸 、 足球烯 、 5α-Androstan-3-one-17β-ol 2,2'-bipyridylcarboxylate 以 甲苯 为溶剂， 反应 2.5h， 以19%的产率得到N-Methyl-3,4-fulleropyrrolidine-2-spiro-17'β-(ol-2,2'-bipyridylcarboxylate)-5'α-androstanyl
  参考文献：
  名称：

  Photoinduced Electron Transfer in a Tris(2,2′-bipyridine)-C60-ruthenium(II) Dyad: Evidence of Charge Recombination to a Fullerene Excited State

  摘要：

  A 1,3-dipolar cycloaddition reaction of azomethine ylides to C-60 has been used to prepare a fulleropyrrolidine covalently linked to a substituted tris(2,2'-bipyridine)ruthenium(II) chromophore. Electrochemical studies revealed a single one-electron reversible oxidation of the ruthenium center and ten one-electron reversible reductions, five of them occurring at the C-60 core and five at the bipyridine (bpy) ligands. Steady-state fluorescence and time-resolved flash-photolytic investigations of dyad 6 are reported in solvents of different polarity. The emission in toluene/CH2Cl2, CH2Cl2, and CH3CN was substantially quenched, relative to model complex 8. suggesting intramolecular quenching of the ruthenium MLCT excited state. Picosecond-resolved photolysis of 6 showed light-induced formation of the photoexcited ruthenium center, which undergoes rapid intramolecular electron transfer. Nanosecond-resolved photolysis revealed a charge-separated state (tau(1/2) = 210 ns in CH2Cl2 and tau(1/2) = 100 ns in CH3CN) that decays to the ground state by regeneration of the ruthenium MLCT excited state in CH2Cl2 or through the formation of the C-60 triplet excited state in CH3CN.

  DOI：

  10.1002/(sici)1521-3765(19981002)4:10<1992::aid-chem1992>3.0.co;2-n
• 作为产物：
  描述：

  2,2-联吡啶-5-羧酸 在 氯化亚砜 作用下， 以 吡啶 为溶剂， 反应 4.75h， 生成 5α-Androstan-3-one-17β-ol 2,2'-bipyridylcarboxylate
  参考文献：
  名称：

  带有金属配位基团的锰卟啉对甾类化合物进行区域选择性氧化。

  摘要：

  合成了在其内消旋位置具有四个2,2'-联吡啶基的锰卟啉。在Cu 2+离子的存在下，它催化带有辅助金属配位基团的类固醇底物的区域选择性氧化。

  DOI：

  10.1006/bioo.2001.1215