(8S,10S,13S,14S,17R)-17-(2-bromoacetyl)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[i]phenanthren-3-one-1,2,3,4-13C4 | 101025-54-1

• 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: (8S,10S,13S,14S,17R)-17-(2-bromoacetyl)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[i]phenanthren-3-one-1,2,3,4-13C4
• CAS: 101025-54-1
• 化学式: C₂₁H₂₇BrO₃
• 分子量: 411.304
• InChiKey: HNFIRNVVRGRTFR-XQJFUHPDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.13
• 重原子数：
  25.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (8S,10S,13S,14S,17R)-17-(2-bromoacetyl)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[i]phenanthren-3-one-1,2,3,4-13C4 在 potassium acetate 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 16.0h， 生成 <1,2,3,4-13C> 21-acetoxy-17α-hydroxy-4,9(11)-pregnadien-3,20-dione
  参考文献：
  名称：

  The synthesis of [1,2,3,4-13C] cortisol

  摘要：

  The preparation of [1,2,3,4-13C] cortisol 21 acetate by total synthesis is described. The C labels are introduced in a way analogous to the one described by us previously for the synthesis of testosterone and estradiol. The cortisol dihydroxyacetone side chain was elaborated using known methods. The 11 beta-hydroxyl function was introduced by addition of hypobromous acid to a 9-double bond followed by reductive debromination. 13C-labeled cortisol can be used as a tracer for the determination of cortisol production rates.

  DOI：

  10.1016/s0039-128x(84)80022-7
• 作为产物：
  描述：

  <1,2,3,4-13C>-17α-hydroxy-20-methoxy-4,9(11),20-pregnatrien-3-one 在 溴 、 氢气 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 (8S,10S,13S,14S,17R)-17-(2-bromoacetyl)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,10,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[i]phenanthren-3-one-1,2,3,4-13C4
  参考文献：
  名称：

  The synthesis of [1,2,3,4-13C] cortisol

  摘要：

  The preparation of [1,2,3,4-13C] cortisol 21 acetate by total synthesis is described. The C labels are introduced in a way analogous to the one described by us previously for the synthesis of testosterone and estradiol. The cortisol dihydroxyacetone side chain was elaborated using known methods. The 11 beta-hydroxyl function was introduced by addition of hypobromous acid to a 9-double bond followed by reductive debromination. 13C-labeled cortisol can be used as a tracer for the determination of cortisol production rates.

  DOI：

  10.1016/s0039-128x(84)80022-7