2,4-di-tert-butyl-3-methoxyestra-1,3,5(10)-trien-17-one

• 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: 2,4-di-tert-butyl-3-methoxyestra-1,3,5(10)-trien-17-one
• 英文别名: (8R,9S,13S,14S)-2,4-ditert-butyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one
• 化学式: C₂₇H₄₀O₂
• 分子量: 396.613
• InChiKey: JITLFLMNUMOCQU-XSHLRQFPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氯代叔丁烷 、 3-甲氧基雌酮 在 三氯化铁 作用下， 反应 60.0h， 以85%的产率得到2-tert-butyl-3-methoxyestra-1,3,5(10)-trien-17-one
  参考文献：
  名称：

  Novel Friedel-Crafts Alkylation of Estrogens in the Presence of Anhydrous FeCl 3 or FeCl 3 -Graphite as Catalyst

  摘要：

  The introduction of a tert-butyl group at position 2 of the A ring of estrogens leads to enhanced antioxidant effects. Therefore, a generally applicable and convenient method was developed using FeCl3-graphite or anhydrous FeCl3 as catalysts in the Friedel-Crafts alkylation of estrogens. The rates and yields of the alkylations were lower with FeCl3-graphite than with anhydrous FeCl3, but the regioselectivity of the former were higher. Both catalysts proved to be more effective than typical AlCl3.

  DOI：

  10.1007/s007060200106

文献信息

• Novel Friedel-Crafts Alkylation of Estrogens in the Presence of Anhydrous FeCl 3 or FeCl 3 -Graphite as Catalyst
  作者：György Göndös、György Dombi

  DOI：10.1007/s007060200106

  日期：2002.9.1

  The introduction of a tert-butyl group at position 2 of the A ring of estrogens leads to enhanced antioxidant effects. Therefore, a generally applicable and convenient method was developed using FeCl3-graphite or anhydrous FeCl3 as catalysts in the Friedel-Crafts alkylation of estrogens. The rates and yields of the alkylations were lower with FeCl3-graphite than with anhydrous FeCl3, but the regioselectivity of the former were higher. Both catalysts proved to be more effective than typical AlCl3.