(13S)-13-methyl-1,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione

• 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: (13S)-13-methyl-1,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione
• 英文别名: (S)-13-Methyl-1,8,9,10,11,12,13,14,15,16-decahydro-2H-cyclopenta[a]phenanthrene-3,17-dione；(13S)-13-methyl-1,2,8,9,10,11,12,14,15,16-decahydrocyclopenta[a]phenanthrene-3,17-dione
• 化学式: C₁₈H₂₂O₂
• 分子量: 270.371
• InChiKey: GKSFRYHLOMZMFQ-LVQHMEKZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (13S)-13-methyl-1,8,9,10,11,12,13,14,15,16-decahydro-3H-cyclopenta[a]phenanthrene-3,17(2H)-dione 在 盐酸 、 copper diacetate 、 乙二醇 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 0.5h， 生成 (7R,13S)-7,13-Dimethyl-1,4,6,7,8,9,11,12,13,14,15,16-dodecahydro-2H-cyclopenta[a]phenanthrene-3,17-dione
  参考文献：
  名称：

  替勃龙中间体醚化物和替勃龙的制备方法

  摘要：

  本发明涉及一种替勃龙中间体醚化物和替勃龙的制备方法，在式(Ⅱ)化合物存在下，将乙二醇和式(I)化合物进行缩酮反应，可使得乙二醇可选择性地与式(Ⅰ)化合物的3‑位羰基进行缩酮反应，同时构建5,10位双键，得到式(Ⅲ)化合物；进一步将式(Ⅲ)化合物一锅法进行第一水解反应和醚化反应，得到高纯度的式(IV)化合物替勃龙中间体醚化物。将式(IV)化合物进行炔基化反应和水解反应，即可得到替勃龙，为制备替勃龙提供了一条新的合成路线，且步骤较少，反应条件温和，收率和纯度较高。

  公开号：

  CN114409717A

文献信息

• Stereoselective synthesis of selective estrogen receptor down-regulators
  申请人：Bayer Schering Pharma Aktiengesellschaft

  公开号：EP2070941A1

  公开（公告）日：2009-06-17

  The present invention relates to stereoselective synthesis of 7-α-substituted estra-4-ene-3,17-diones. Such compounds are valuable intermediates in the synthesis of 7-α-substituted estra-1,3,5(10)-triene-3,17-diols. Key step in this synthesis is reacting a 3-keto-4,6-estradiene with a Grignard reagent selected from the group consisting of a magnesium-halide alkyl halide having at least 3 carbon atoms, a magnesium-halide alkenyl halide having at least 3 carbon atoms, and a magnesium-halide alkynyl halide having at least 3 carbon atoms, in the presence of a catalyst system comprising CuI. The obtained 7α-alkyl, alkenyl and alkynyl halides can be used for the synthesis of pharmaceutically actice 7-α-substituted estra-1,3,5(10)-triene-3,17-diols (antiestrogens).

  本发明涉及7-α取代的雌甾-4-烯-3,17-二酮的立体选择性合成。这些化合物是合成7-α取代的雌甾-1,3,5（10）-三烯-3,17-二醇的有价值的中间体。该合成的关键步骤是在CuI催化体系的存在下，将3-酮-4,6-雌二烯与从以下组中选择的Grignard试剂反应：至少有3个碳原子的镁卤代烷基卤化物，至少有3个碳原子的镁卤代烯基卤化物和至少有3个碳原子的镁卤代炔基卤化物。所得到的7α-烷基，烯基和炔基卤化物可用于合成具有药理活性的7-α取代的雌甾-1,3,5（10）-三烯-3,17-二醇（抗雌激素）。
• Method and Substance for Improving the Emotional Development of an Infant
  申请人：Opendot Research Co Limited

  公开号：US20150094291A1

  公开（公告）日：2015-04-02

  The invention provides a method for improving the emotional development of an infant by performing controlled exposure of the infant aged less than six months old to human fear pheromone, preferably with visual fear stimuli, so that the natural synaptic connections in the brain associated with normal fear mechanisms are stimulated and exercised. This can reduce the occurrence of mental illness later in life, in particular reduce the occurrence of schizophrenia. Advantageously the exposure to fear pheromone and visual fear stimuli is terminated and followed by comforting stimuli such as feeding, physical contact, or comforting or happy visual or audible stimuli such as laughter.