(3S,9S,10R,13R,14R,17R)-17-((R)-1,5-Dimethyl-hex-5-enyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol | 60283-65-0

• 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: (3S,9S,10R,13R,14R,17R)-17-((R)-1,5-Dimethyl-hex-5-enyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
• 英文别名: Cholesta-5,7,25-trien-3-ol, (3I(2))-；(3S,9S,10R,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-6-en-2-yl]-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol
• CAS: 60283-65-0
• 化学式: C₂₇H₄₂O
• 分子量: 382.63
• InChiKey: FMSXBNZXNNDCLE-DDPQNLDTSA-N

物化性质

• 沸点：
  495.0±34.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (3S,9S,10R,13R,14R,17R)-17-((R)-1,5-Dimethyl-hex-5-enyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol 在 环己酮 、 aluminum isopropoxide 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以73%的产率得到(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
  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：

  O-methoxymethyl-ergosterol 在 吡啶 、 Li₂CuCl₃ 、 Mycobacterium sp 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 9.0h， 生成 (3S,9S,10R,13R,14R,17R)-17-((R)-1,5-Dimethyl-hex-5-enyl)-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
  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.