(5R,8S,11R,13S,14S,17R)-11-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-17-ethynyl-13-methyl-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 | 173387-77-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: (5R,8S,11R,13S,14S,17R)-11-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-17-ethynyl-13-methyl-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: 173387-77-4
• 化学式: C₃₀H₃₆O₆
• 分子量: 492.612
• InChiKey: AIDMWLUFNZPZID-KFCLCKCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  36.0
• 可旋转键数：
  1.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (5R,8S,11R,13S,14S,17R)-11-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-17-ethynyl-13-methyl-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 palladium diacetate 、 copper(l) iodide 、 硫酸 、 三苯基膦 作用下， 以 丙酮 为溶剂， 生成 1-[4-[(11β,17α)-11-(2,3-dihydro-1,4-benzodioxin-6-yl)-17-hydroxy-3-oxo-19-nor-pregna-4,9-dien-20-yn-21-yl)phenyl]-2 pyrrolidinone
  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：

  17-hydroxy-estra-4,9-dien-3-one 在 吡啶 、 2,2,2-三氟苯乙酮 、 potassium tert-butylate 、 双氧水 、 对甲苯磺酸 、 magnesium 、 原甲酸三乙酯 、 pyridinium chlorochromate 、 copper(l) chloride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (5R,8S,11R,13S,14S,17R)-11-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-17-ethynyl-13-methyl-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