tert-Butyl-[(3S,9S,10R,13R,14R,17R)-17-((R)-1,5-dimethyl-hex-5-enyl)-4,4,10,13-tetramethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-dimethyl-silane | 250257-28-4

• 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: tert-Butyl-[(3S,9S,10R,13R,14R,17R)-17-((R)-1,5-dimethyl-hex-5-enyl)-4,4,10,13-tetramethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-dimethyl-silane
• 英文别名: 3beta-(Tert-butyldimethylsilyloxy)-4,4-dimethylcholesta-5,7,25-triene；tert-butyl-dimethyl-[[(3S,9S,10R,13R,14R,17R)-4,4,10,13-tetramethyl-17-[(2R)-6-methylhept-6-en-2-yl]-1,2,3,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-yl]oxy]silane
• CAS: 250257-28-4
• 化学式: C₃₅H₆₀OSi
• 分子量: 524.946
• InChiKey: VAOOICFPIQLWJF-GJWGTURNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.89
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tert-Butyl-[(3S,9S,10R,13R,14R,17R)-17-((R)-1,5-dimethyl-hex-5-enyl)-4,4,10,13-tetramethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-dimethyl-silane 在 盐酸 作用下， 以 乙醇 、 苯 为溶剂， 以70%的产率得到25-Chloro-4,4-dimethyl-5α-cholesta-8,14-dien-3β-ol
  参考文献：
  名称：

  Meiosis activating sterols derived from diosgenin

  摘要：

  Continuing research based on the meiosis activation properties of the endogenous sterol FF-MAS is reported. The synthesis and SAR of 16- and 26-substituted sterols are described, utilising diosgenin as starting material. Selected sterols were tested for their ability to induce oocyte maturation in hypoxanthine arrested mouse oocytes in vitro. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00840-x
• 作为产物：
  描述：

  (25R)-26-(tert-butyldimethylsilyloxy)cholest-5-en-3β-ol 在 N-甲基吗啉 、 吡啶 、 咪唑 、 lithium aluminium tetrahydride 、 dimethyl bromohydantoin 、 potassium tert-butylate 、 四丁基氟化铵 、 aluminum isopropoxide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium iodide 作用下， 以 四氢呋喃 、 正己烷 、 氯仿 、 N,N-二甲基甲酰胺 、 叔丁醇 、 苯 为溶剂， 生成 tert-Butyl-[(3S,9S,10R,13R,14R,17R)-17-((R)-1,5-dimethyl-hex-5-enyl)-4,4,10,13-tetramethyl-2,3,4,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yloxy]-dimethyl-silane
  参考文献：
  名称：

  Meiosis activating sterols derived from diosgenin

  摘要：

  Continuing research based on the meiosis activation properties of the endogenous sterol FF-MAS is reported. The synthesis and SAR of 16- and 26-substituted sterols are described, utilising diosgenin as starting material. Selected sterols were tested for their ability to induce oocyte maturation in hypoxanthine arrested mouse oocytes in vitro. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00840-x

文献信息

• Meiosis regulating compounds
  申请人：——

  公开号：US20020183283A1

  公开（公告）日：2002-12-05

  Certain novel sterol derivatives can be used for regulating the meiosis in oocytes and in male germ cells.

  某些新型甾醇衍生物可以用于调节卵母细胞和雄性生殖细胞中的减数分裂。
• Meiosis activating sterols derived from diosgenin
  作者：Anthony Murray、Christian Grøndahl、Jan L. Ottesen、Peter Faarup

  DOI：10.1016/s0960-894x(01)00840-x

  日期：2002.2

  Continuing research based on the meiosis activation properties of the endogenous sterol FF-MAS is reported. The synthesis and SAR of 16- and 26-substituted sterols are described, utilising diosgenin as starting material. Selected sterols were tested for their ability to induce oocyte maturation in hypoxanthine arrested mouse oocytes in vitro. (C) 2002 Elsevier Science Ltd. All rights reserved.