3β,16β-bis(tert-butyldimethylsilyloxy)-4,4-dimethylcholesta-5,7-diene | 392322-87-1

• 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: 3β,16β-bis(tert-butyldimethylsilyloxy)-4,4-dimethylcholesta-5,7-diene
• 英文别名: 3beta,16beta-Bis(tert-butyldimethylsilyloxy)-4,4-dimethylcholesta-5,7-diene；tert-butyl-[[(3S,9S,10R,13S,14R,16S,17R)-3-[tert-butyl(dimethyl)silyl]oxy-4,4,10,13-tetramethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-16-yl]oxy]-dimethylsilane
• CAS: 392322-87-1
• 化学式: C₄₁H₇₆O₂Si₂
• 分子量: 657.224
• InChiKey: AYQRPGPYOMFBAN-OEURYPDJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.97
• 重原子数：
  45
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3β,16β-bis(tert-butyldimethylsilyloxy)-4,4-dimethylcholesta-5,7-diene 在 二异丁基氢化铝 作用下， 以 正己烷 为溶剂， 以46%的产率得到4,4-dimethylcholest-5,7-dien-3β,16β-diol
  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：

  4,4-dimethyl-16β-(tert-butyldimethylsilyloxy)cholest-5-en-3-one 在 咪唑 、 lithium aluminium tetrahydride 、 dimethyl bromohydantoin 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 、 苯 为溶剂， 生成 3β,16β-bis(tert-butyldimethylsilyloxy)-4,4-dimethylcholesta-5,7-diene
  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：US20040048838A1

  公开（公告）日：2004-03-11

  Sterol derivative compounds, structurally related to natural compounds which can be extracted from bull testes and from human follicular fluid, useful for regulating meiosis in oocytes and in male germ cells. Some of these compounds are useful in the treatment of infertility, whereas other compounds are useful as contraceptives.

  甾醇衍生物化合物，结构上类似于可以从公牛睾丸和人类卵泡液中提取的天然化合物，用于调节卵母细胞和男性生殖细胞中的减数分裂。其中一些化合物对治疗不孕症有用，而其他化合物则可用作避孕药。
• 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.