5α-bromo-18-iodo-6,19-oxidopregnane-3,20-dione | 178397-69-8

• 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: 5α-bromo-18-iodo-6,19-oxidopregnane-3,20-dione
• CAS: 178397-69-8
• 化学式: C₂₁H₂₈BrIO₃
• 分子量: 535.26
• InChiKey: SJRLIQPOSAXMLH-YRWKUUEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.72
• 重原子数：
  26.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5α-bromo-18-iodo-6,19-oxidopregnane-3,20-dione 在 silver(I) acetate 、 溶剂黄146 作用下， 反应 5.0h， 以35 mg的产率得到18-hydroxy-6,19-oxidopregn-4-ene-3,20-dione
  参考文献：
  名称：

  Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone

  摘要：

  18-Hydroxy-6,19-oxidoprogesterone and 18-hydroxy-11,19-oxidoprogesterone were synthesized from readily available materials. The functionalization of C-18 was accomplished with phenyliodosodiacetase/iodine, whereas that of C-19 was curried out with the mercuric oxide/iodine system both under irradiation with visible light. For 18-hydroxy-19,19-oxidoprogesterone, C-19 was functionalized before C-18, whereas the reverse order had to be used for the 6,19-oxido derivative.

  DOI：

  10.1016/0039-128x(96)00034-7
• 作为产物：
  描述：

  3β-formyloxypregn-5-en-20-one 在 chromium(VI) oxide 、 盐酸 、 高氯酸 、 碘苯二乙酸 、 硫酸 、 碘 、 sodium cyanoborohydride 、 potassium hydrogencarbonate 、 mercury(II) oxide 、 N-溴代乙酰胺 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 乙醚 、 丙酮 为溶剂， 反应 5.68h， 生成 5α-bromo-18-iodo-6,19-oxidopregnane-3,20-dione
  参考文献：
  名称：

  Synthesis of oxido-bridged analogs of 18-hydroxyprogesterone

  摘要：

  18-Hydroxy-6,19-oxidoprogesterone and 18-hydroxy-11,19-oxidoprogesterone were synthesized from readily available materials. The functionalization of C-18 was accomplished with phenyliodosodiacetase/iodine, whereas that of C-19 was curried out with the mercuric oxide/iodine system both under irradiation with visible light. For 18-hydroxy-19,19-oxidoprogesterone, C-19 was functionalized before C-18, whereas the reverse order had to be used for the 6,19-oxido derivative.

  DOI：

  10.1016/0039-128x(96)00034-7