17-chloro-17aβ-hydroxy-17aα-(1-propynyl)-11β-<4-(3-pyridinyl)phenyl>-17a-homo-estra-4,16-dien-3-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 17-chloro-17aβ-hydroxy-17aα-(1-propynyl)-11β-<4-(3-pyridinyl)phenyl>-17a-homo-estra-4,16-dien-3-one
• 英文别名: (4aR,4bS,5S,6aS,7S,10aS,10bR)-8-chloro-7-hydroxy-6a-methyl-7-prop-1-ynyl-5-(4-pyridin-3-ylphenyl)-4,4a,4b,5,6,10,10a,10b,11,12-decahydro-3H-chrysen-2-one
• 化学式: C₃₃H₃₄ClNO₂
• 分子量: 512.091
• InChiKey: MNOQFQIJKMJHFR-GXBQXCPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  37
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  50.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二乙基(3-吡啶基)-硼烷 在 盐酸 、 四(三苯基膦)钯 、 碳酸氢钠 、 lithium chloride 作用下， 以 乙醇 、 丙酮 、 甲苯 为溶剂， 反应 1.33h， 生成 17-chloro-17aβ-hydroxy-17aα-(1-propynyl)-11β-<4-(3-pyridinyl)phenyl>-17a-homo-estra-4,16-dien-3-one
  参考文献：
  名称：

  Synthesis and biological activity of 17-chloro-16(17) unsaturated D-homo antiprogestins

  摘要：

  An efficient approach to 17-chloro-16(17) unsaturated D-homo antiprogestins is described. The key steps of the synthesis are a ring-expansion via dichlorocarbene addition to a 17-silyl enol ether and a palladium catalyzed coupling of an 11 beta-(4-aryltriflate) with tributyl(1-ethoxyethenyl)stannane or diethyl(3-pyridinyl)borane. The new progestelone antagonists were tested for their biological activities and compared to those of known antiprogestins.

  DOI：

  10.1016/0039-128x(94)90024-8

文献信息

• Synthesis and biological activity of 17-chloro-16(17) unsaturated D-homo antiprogestins
  作者：Wolfgang Schwede、Arwed Cleve、Günter Neff、Eckhard Ottow、Klaus Stöckemann、Rudolf Wiechert

  DOI：10.1016/0039-128x(94)90024-8

  日期：1994.3

  An efficient approach to 17-chloro-16(17) unsaturated D-homo antiprogestins is described. The key steps of the synthesis are a ring-expansion via dichlorocarbene addition to a 17-silyl enol ether and a palladium catalyzed coupling of an 11 beta-(4-aryltriflate) with tributyl(1-ethoxyethenyl)stannane or diethyl(3-pyridinyl)borane. The new progestelone antagonists were tested for their biological activities and compared to those of known antiprogestins.