Toluene-4-sulfonic acid (S)-2-((3S,9S,10R,13R,14R,17R)-3-methoxymethoxy-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propyl ester | 186665-73-6

• 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: Toluene-4-sulfonic acid (S)-2-((3S,9S,10R,13R,14R,17R)-3-methoxymethoxy-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propyl ester
• 英文别名: [(2S)-2-[(3S,9S,10R,13R,14R,17R)-3-(methoxymethoxy)-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]propyl] 4-methylbenzenesulfonate
• CAS: 186665-73-6
• 化学式: C₃₁H₄₄O₅S
• 分子量: 528.753
• InChiKey: XAFBTVYMRIGSIB-UZVYZYLLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Toluene-4-sulfonic acid (S)-2-((3S,9S,10R,13R,14R,17R)-3-methoxymethoxy-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propyl ester 在 Li₂CuCl₃ 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 叔丁醇 为溶剂， 反应 1.0h， 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
• 作为产物：
  描述：

  O-methoxymethyl-ergosterol 在 吡啶 、 Mycobacterium sp 作用下， 反应 8.0h， 生成 Toluene-4-sulfonic acid (S)-2-((3S,9S,10R,13R,14R,17R)-3-methoxymethoxy-10,13-dimethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propyl ester
  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