(5R,8S,11R,13S,14S,17S)-11-(benzo[d][1,3]dioxol-5-yl)-13-methyl-17-((4-(methylsulfonyl)phenyl)ethynyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolane]-5,17(4H)-diol | 196881-38-6

• 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: (5R,8S,11R,13S,14S,17S)-11-(benzo[d][1,3]dioxol-5-yl)-13-methyl-17-((4-(methylsulfonyl)phenyl)ethynyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolane]-5,17(4H)-diol
• CAS: 196881-38-6
• 化学式: C₃₆H₄₀O₈S
• 分子量: 632.775
• InChiKey: FKYOIOURLLUISA-MDQKYDHASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  45.0
• 可旋转键数：
  2.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  111.52
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (5R,8S,11R,13S,14S,17S)-11-(benzo[d][1,3]dioxol-5-yl)-13-methyl-17-((4-(methylsulfonyl)phenyl)ethynyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolane]-5,17(4H)-diol 在 硫酸 作用下， 以 丙酮 为溶剂， 生成 (11β,17α)-11-(1,3-benzodioxol-5-yl)-21-[4-(methylsulfonyl)phenyl]-17-hydroxy-19-norpregna-4,9-dien-20-yn-3-one
  参考文献：
  名称：

  11,21-Bisphenyl-19-norpregnane derivatives are selective antiglucocorticoids

  摘要：

  An efficient eight-step synthesis of 11,21-bisphenyl-19-norpregnane derivatives (10) starting from 19-norandrosta-4,9-diene-3,17-dione (5) is described. It is shown that specific combinations of polar substitutions on the 11- and the 21-phenylring in compounds (10) lead to selective antiglucocorticoids with relative high binding to the glucocorticoid receptor and almost negligible binding to the progesterone receptor. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00397-1
• 作为产物：
  描述：

  4-溴-1,2-亚甲二氧基苯 在 palladium diacetate 、 copper(l) iodide 、 magnesium 、 三苯基膦 、 copper(l) chloride 作用下， 以 various solvent(s) 为溶剂， 生成 (5R,8S,11R,13S,14S,17S)-11-(benzo[d][1,3]dioxol-5-yl)-13-methyl-17-((4-(methylsulfonyl)phenyl)ethynyl)-1,2,6,7,8,11,12,13,14,15,16,17-dodecahydrospiro[cyclopenta[a]phenanthrene-3,2'-[1,3]dioxolane]-5,17(4H)-diol
  参考文献：
  名称：

  11,21-Bisphenyl-19-norpregnane derivatives are selective antiglucocorticoids

  摘要：

  An efficient eight-step synthesis of 11,21-bisphenyl-19-norpregnane derivatives (10) starting from 19-norandrosta-4,9-diene-3,17-dione (5) is described. It is shown that specific combinations of polar substitutions on the 11- and the 21-phenylring in compounds (10) lead to selective antiglucocorticoids with relative high binding to the glucocorticoid receptor and almost negligible binding to the progesterone receptor. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00397-1