(9S,10R,13R,14R,17R)-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-6-en-2-yl]-2,9,11,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-one | 242142-70-7

• 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: (9S,10R,13R,14R,17R)-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-6-en-2-yl]-2,9,11,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-one
• CAS: 242142-70-7
• 化学式: C₂₉H₄₄O
• 分子量: 408.668
• InChiKey: LMXYZNLGJPHBKS-RFGHCTTISA-N

物化性质

• 沸点：
  503.3±39.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (9S,10R,13R,14R,17R)-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-6-en-2-yl]-2,9,11,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-one 在 lithium aluminium tetrahydride 、 硫酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 70.5h， 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：

  (9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-6-en-2-yl]-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one 、 碘甲烷 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 反应 0.5h， 以68%的产率得到(9S,10R,13R,14R,17R)-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-6-en-2-yl]-2,9,11,12,14,15,16,17-octahydro-1H-cyclopenta[a]phenanthren-3-one
  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

• 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.