4-thia-5-androsten-17-one | 851765-00-9

• 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: 4-thia-5-androsten-17-one
• 英文别名: (3aS,3bS,9aR,9bS,11aS)-9a,11a-dimethyl-3,3a,3b,4,7,8,9,9b,10,11-decahydro-2H-indeno[5,4-f]thiochromen-1-one
• CAS: 851765-00-9
• 化学式: C₁₈H₂₆OS
• 分子量: 290.47
• InChiKey: BQMQYQSXAVSGFN-TZUPDSNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-thia-5-androsten-17-one 在 palladium dihydroxide 氢气 作用下， 以 乙醇 为溶剂， 80.0 ℃ 、4.05 MPa 条件下， 反应 8.0h， 生成 4-thia-androstan-17-one 、 4-thia-androstan-17-one
  参考文献：
  名称：

  Shielding effect of thioether C–S bond from proton chemical shifts of 4-thia-5α- and 4-thia-5β-androstane-17-ones

  摘要：

  4-Thia-5 alpha- and 4-thia-5 beta-androstan-17-ones (1a and 1b) were synthesized in order to obtain the NMR shielding parameters for the thioether C-S bond. The complete NMR assignment of both the proton and carbon atoms for these compounds and substituent-induced shifts (SIS) from the corresponding androstanones (2a and 2b) are presented. A combination of the electric field effect and the anisotropy of the magnetic susceptibility of the C-S bond can successfully reproduced the observed SIS values for these androstanones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.015
• 作为产物：
  描述：

  methyl 5,1-dioxo-A-nor-3,4-androstan-3-oate 在 劳森试剂 、 camphor-10-sulfonic acid 、 原甲酸三甲酯 作用下， 以 甲醇 、 xylene 为溶剂， 反应 4.0h， 生成 4-thia-5-androsten-17-one
  参考文献：
  名称：

  Shielding effect of thioether C–S bond from proton chemical shifts of 4-thia-5α- and 4-thia-5β-androstane-17-ones

  摘要：

  4-Thia-5 alpha- and 4-thia-5 beta-androstan-17-ones (1a and 1b) were synthesized in order to obtain the NMR shielding parameters for the thioether C-S bond. The complete NMR assignment of both the proton and carbon atoms for these compounds and substituent-induced shifts (SIS) from the corresponding androstanones (2a and 2b) are presented. A combination of the electric field effect and the anisotropy of the magnetic susceptibility of the C-S bond can successfully reproduced the observed SIS values for these androstanones. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.02.015