5-methyl-B,19-dinor-5β-cholest-9(10)-ene-3β,6α-diol | 102613-54-7

• 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: 5-methyl-B,19-dinor-5β-cholest-9(10)-ene-3β,6α-diol
• 英文别名: 19-Nor-3β,6α-dihydroxy-5β-methyl-B-nor-cholesten-(9)；5β-Methyl-19,B-bisnor-cholesten-(9)-diol-(3β,6α)
• CAS: 102613-54-7
• 化学式: C₂₆H₄₄O₂
• 分子量: 388.634
• InChiKey: KDJQUTILNHRMPK-WYUYXHLXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  28.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5-methyl-B,19-dinor-5β-cholest-9(10)-ene-3β,6α-diol 在 吡啶 、 chromium(VI) oxide 作用下， 生成 5β-Methyl-19,B-bisnorcholesten-(9)-dion-(3,6)
  参考文献：
  名称：

  Joska,J. et al., Collection of Czechoslovak Chemical Communications, 1963, vol. 28, p. 82 - 100

  摘要：

  DOI：
• 作为产物：
  描述：

  6α-hydroxy-3β-acetoxy-5β-methyl-B,19-bis-nor-cholesten-(9) 在 氢氧化钾 作用下， 生成 5-methyl-B,19-dinor-5β-cholest-9(10)-ene-3β,6α-diol
  参考文献：
  名称：

  The Configuration of B-Norsteroid Derivatives

  摘要：

  DOI：

  10.1021/ja00894a030

文献信息

• Practical Method for the Absolute Configuration Assignment of <i>tert</i>/<i>tert</i> 1,2-Diols Using Their Complexes with Mo₂(OAc)₄
  作者：Marcin Górecki、Ewa Jabłońska、Anna Kruszewska、Agata Suszczyńska、Zofia Urbańczyk-Lipkowska、Michael Gerards、Jacek W. Morzycki、Wojciech J. Szczepek、Jadwiga Frelek

  DOI：10.1021/jo062445x

  日期：2007.4.1

  We describe here an application of the practical, simple, and reliable approach for the determination of the absolute configuration of sterically demanding tert/tert vic-diols. According to this method, it is only necessary to mix dimolybdenum tetraacteate and a chiral diol in DMSO and record the CD spectra in the 250-650 nm spectral range. From the sign of the CD bands occurring at around 310, 350, and 400 nm, it is possible to establish the chirality of the diol unit expressed by the sign of the O-C-C-O torsion angle. Because the preferred conformation of the diol in the formed complex is known, we are able to determine the absolute configuration of the carbon atoms in the diol subunit even in flexible tert/tert vic-diols.