hydrazone of 3-cholestanone | 106094-56-8

• 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: hydrazone of 3-cholestanone
• 英文别名: Cholestanone hydrazone；5α-cholestanone-(3)-hydrazone；5α-Cholestanon-(3)-hydrazon；[(5S,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-ylidene]hydrazine
• CAS: 106094-56-8
• 化学式: C₂₇H₄₈N₂
• 分子量: 400.692
• InChiKey: INDAZZRSKVYYNR-UXIWKSIVSA-N

物化性质

• 沸点：
  498.8±28.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.96
• 拓扑面积：
  38.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  hydrazone of 3-cholestanone 在 iodine monofluoride 作用下， 以 氯仿 为溶剂， 反应 0.5h， 以70%的产率得到3,3-Difluorocholestane
  参考文献：
  名称：

  Conversion of the carbonyl group to CF2 using iodine monofluoride (IF)

  摘要：

  A novel method for the transformation of CO --> CF2 is described. The easily made hydrazone derivatives of the carbonyl moiety are reacted under mild conditions with IF prepared directly from the corresponding elements. Various hydrazones have been examined and compared with each other. Unsubstituted ones are usually the most suitable although they are not always easy to purify and store. N-Methyl- and N,N-dimethylhydrazones also give quite satisfactory results. The more easily made dinitrophenyl hydrazones (DNPs), semicarbazones, and tosylhydrazones also react, but the yields of the desired CF2 compounds are usually lower. Oximes could also be successfully reacted. The two main byproducts of the reaction are the parent carbonyl compounds, which can be recycled, and the alpha-iododifluoro derivatives. The latter upon treatment with LiAlH4 or Bu3SnH were reduced to the desired product, thus increasing the overall yields.

  DOI：

  10.1021/jo00015a024
• 作为产物：
  描述：

  5-Alpha-胆甾烷-3-酮 在 乙醇 、 一水合肼 作用下， 生成 hydrazone of 3-cholestanone 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Calculating Canonical Distinguished Involutions in the Affine Weyl Groups

  摘要：

  Distinguished involutions in the affine Weyl groups, defined by G. Lusztig, play an essential role in the Kazhdan-Lusztig combinatorics of these groups. A distinguished involution is called canonical if it is the shortest element in its double coset with respect to the finite Weyl group. Each two-sided cell in the affine Weyl group contains precisely one canonical distinguished involution. We calculate the canonical distinguished involutions in the affine Weyl groups of rank less than or equal to 7. We also prove some partial results relating canonical distinguished involutions and Dynkin's diagrams of the nilpotent orbits in the Langlands dual group.

  DOI：

  10.1080/10586458.2002.10504473

文献信息

• A novel transformation of a carbonyl to a CF2 group
  作者：Shlomo Rozen、Michael Brand、Dov Zamir

  DOI：10.1021/ja00237a043

  日期：1987.2
• Calculating Canonical Distinguished Involutions in the Affine Weyl Groups
  作者：Tanya Chmutova、Viktor Ostrik

  DOI：10.1080/10586458.2002.10504473

  日期：2002.1

  Distinguished involutions in the affine Weyl groups, defined by G. Lusztig, play an essential role in the Kazhdan-Lusztig combinatorics of these groups. A distinguished involution is called canonical if it is the shortest element in its double coset with respect to the finite Weyl group. Each two-sided cell in the affine Weyl group contains precisely one canonical distinguished involution. We calculate the canonical distinguished involutions in the affine Weyl groups of rank less than or equal to 7. We also prove some partial results relating canonical distinguished involutions and Dynkin's diagrams of the nilpotent orbits in the Langlands dual group.
• Conversion of the carbonyl group to CF2 using iodine monofluoride (IF)
  作者：Shlomo Rozen、Dov Zamir

  DOI：10.1021/jo00015a024

  日期：1991.7

  A novel method for the transformation of CO --> CF2 is described. The easily made hydrazone derivatives of the carbonyl moiety are reacted under mild conditions with IF prepared directly from the corresponding elements. Various hydrazones have been examined and compared with each other. Unsubstituted ones are usually the most suitable although they are not always easy to purify and store. N-Methyl- and N,N-dimethylhydrazones also give quite satisfactory results. The more easily made dinitrophenyl hydrazones (DNPs), semicarbazones, and tosylhydrazones also react, but the yields of the desired CF2 compounds are usually lower. Oximes could also be successfully reacted. The two main byproducts of the reaction are the parent carbonyl compounds, which can be recycled, and the alpha-iododifluoro derivatives. The latter upon treatment with LiAlH4 or Bu3SnH were reduced to the desired product, thus increasing the overall yields.