(3beta,20S)-4,4,20-三甲基-21-[[三(异丙基l)硅烷基]氧基]-孕甾-5-烯-3-醇3-苯甲酸酯 | 552302-70-2

• 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
• 中文名称: (3beta,20S)-4,4,20-三甲基-21-[[三(异丙基l)硅烷基]氧基]-孕甾-5-烯-3-醇3-苯甲酸酯
• 英文名称: (20S)-4,4-dimethyl-20-[((triisopropylsilyl)oxy)methyl]-pregna-5-en-3β-ol benzoate
• 英文别名: (20S)-4,4-dimethyl-20-[((triisopropylsiiyl)oxy)methyl]-pregna-5-en-3beta-ol benzoate；[(3S,8S,9S,10R,13S,14S,17R)-4,4,10,13-tetramethyl-17-[(2S)-1-tri(propan-2-yl)silyloxypropan-2-yl]-1,2,3,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-yl] benzoate
• CAS: 552302-70-2
• 化学式: C₄₀H₆₄O₃Si
• 分子量: 621.032
• InChiKey: VMDTYXALDGTNQY-IDRJUWTBSA-N

物化性质

• 沸点：
  616.6±38.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)
• 溶解度：
  溶于二氯甲烷、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  11.26
• 重原子数：
  44
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3beta,20S)-4,4,20-三甲基-21-[[三(异丙基l)硅烷基]氧基]-孕甾-5-烯-3-醇3-苯甲酸酯 在 吡啶 、 2,4,6-三甲基吡啶 、 4-二甲氨基吡啶 、 1,3-二溴-5,5-二甲基海因 、 Li₂CuCl₃ 、 硫酸 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 正己烷 、 甲苯 、 苯 为溶剂， 反应 75.5h， 生成 (3R,5S,10S,13S,17S)-4,4,10,13-四甲基-17-[(2R)-6-甲基庚-5-烯-2-基]-1,2,3,5,6,7,11,12,16,17-十氢环戊烯并[a]菲-3-醇
  参考文献：
  名称：

  Two Syntheses of FF-MAS

  摘要：

  Follicular fluid-meiosis activating sterol (FF-MAS) has been shown to be an efficient inducer of meiotic maturation. It can potentially be used for improvements of in vitro fertilization techniques. Two short synthesis of FF-MAS are presented in this article. Both syntheses are based on microbiological degradations of sterol side chains. FF-MAS can be synthesized in nine steps from commercially available starting materials by both routes.

  DOI：

  10.1021/ol0343156
• 作为产物：
  描述：

  (20S)-21-[[三(异丙基l)硅烷基]氧基]-20-甲基-孕甾-4-烯-3-酮 在 吡啶 、 lithium aluminium tetrahydride 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 2.0h， 生成 (3beta,20S)-4,4,20-三甲基-21-[[三(异丙基l)硅烷基]氧基]-孕甾-5-烯-3-醇3-苯甲酸酯
  参考文献：
  名称：

  Two Syntheses of FF-MAS

  摘要：

  Follicular fluid-meiosis activating sterol (FF-MAS) has been shown to be an efficient inducer of meiotic maturation. It can potentially be used for improvements of in vitro fertilization techniques. Two short synthesis of FF-MAS are presented in this article. Both syntheses are based on microbiological degradations of sterol side chains. FF-MAS can be synthesized in nine steps from commercially available starting materials by both routes.

  DOI：

  10.1021/ol0343156

文献信息

• Steroid compounds, use of these compounds for the preparation of meiosis-regulating medicaments and method for the preparation of these compounds
  申请人：Schering AG

  公开号：US20020188143A1

  公开（公告）日：2002-12-12

  The present invention relates to steroid compounds of general formula X, which may advantageously be employed to stimulate meiosis in human oocytes, the steroid being specifically characterized by amino nitrogen bonded to C 17 of the steroid skeleton via a spacer A. 1

  本发明涉及通式X的类固醇化合物，这些化合物可优势地用于刺激人卵母细胞的减数分裂，该类固醇化合物的特征在于氨基氮通过间距A.1与类固醇骨架的C17键合。
• Two Syntheses of FF-MAS
  作者：Thorsten Blume、Marc Guttzeit、Joachim Kuhnke、Ludwig Zorn

  DOI：10.1021/ol0343156

  日期：2003.5.1

  Follicular fluid-meiosis activating sterol (FF-MAS) has been shown to be an efficient inducer of meiotic maturation. It can potentially be used for improvements of in vitro fertilization techniques. Two short synthesis of FF-MAS are presented in this article. Both syntheses are based on microbiological degradations of sterol side chains. FF-MAS can be synthesized in nine steps from commercially available starting materials by both routes.