7,7,12,12,14-d5-5α,8α,14β,-cholestane-3β,11β-diol | 69454-65-5

• 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: 7,7,12,12,14-d5-5α,8α,14β,-cholestane-3β,11β-diol
• 英文别名: 5α,8α,14β-Cholestan-3β,11β-diol-7.7.12.12.14-d5
• CAS: 69454-65-5
• 化学式: C₂₇H₄₈O₂
• 分子量: 409.637
• InChiKey: YHDOHJOIKRNFGT-LPOINPNPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.44
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  7,7,12,12,14-d5-5α,8α,14β,-cholestane-3β,11β-diol 在 Jones-reagent 作用下， 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Electron impact induced fragmentation of steroidal diketones with ‘abnormal’ stereochemistry

  摘要：

  AbstractThe mass spectral fragmentations of steroidal diketones with ‘unnatural’ sterechemistry at positions 8, 9 and 14 have been examined by the use of high resolution, metastable defocusing and isotopic labeling techniques. In addition, the elucidation of fragmentation pathways was greatly facilitated by the use of the INTSUM computer program. In contrast to 14α‐11‐ones, where the McLafferty rearrangement is of minor importance in directing the fragmentation, it is suggested that the ketones in the present study, by virtue of their ring C flexibility, readily undergo the McLafferty rearrangement. If correct, this would represent a further example of available ground state conformations controlling fragmentation after electron impact.

  DOI：

  10.1002/oms.1210150113
• 作为产物：
  描述：

  11-oxo-5α-cholest-8-en-3β-yl benzoate 生成 7,7,12,12,14-d5-5α,8α,14β,-cholestane-3β,11β-diol
  参考文献：
  名称：

  Stereochemical course of the chemical and catalytic reduction of 11-oxo-5.alpha.,14.beta.-cholest-8-en-3.beta.-ol. Synthesis of 8.alpha.,9.alpha.,14.beta.-, 8.alpha.,9.beta.,14.beta.-, and 8.beta.,9.alpha.,14.beta.-steroids

  摘要：

  DOI：

  10.1021/jo01325a027

文献信息

• Stereochemical course of the chemical and catalytic reduction of 11-oxo-5.alpha.,14.beta.-cholest-8-en-3.beta.-ol. Synthesis of 8.alpha.,9.alpha.,14.beta.-, 8.alpha.,9.beta.,14.beta.-, and 8.beta.,9.alpha.,14.beta.-steroids
  作者：Donald G. Patterson、Carl Djerassi

  DOI：10.1021/jo01325a027

  日期：1979.5
• Electron impact induced fragmentation of steroidal diketones with ‘abnormal’ stereochemistry
  作者：Donald G. Patterson、André Lavanchy、Carl Djerassi

  DOI：10.1002/oms.1210150113

  日期：1980.1

  AbstractThe mass spectral fragmentations of steroidal diketones with ‘unnatural’ sterechemistry at positions 8, 9 and 14 have been examined by the use of high resolution, metastable defocusing and isotopic labeling techniques. In addition, the elucidation of fragmentation pathways was greatly facilitated by the use of the INTSUM computer program. In contrast to 14α‐11‐ones, where the McLafferty rearrangement is of minor importance in directing the fragmentation, it is suggested that the ketones in the present study, by virtue of their ring C flexibility, readily undergo the McLafferty rearrangement. If correct, this would represent a further example of available ground state conformations controlling fragmentation after electron impact.