<1,2,3,4-13C> 21-phenylsulphinyl-4,9(11),17(20),20(21)-pregnatetraen-3-one | 101025-52-9

• 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: <1,2,3,4-13C> 21-phenylsulphinyl-4,9(11),17(20),20(21)-pregnatetraen-3-one
• 英文别名: <1,2,3,4-¹³C> 21-phenylsulphinyl-4,9(11),17(20),20(21)-pregnatetraen-3-one；[1,2,3,4-¹³C] 21-phenylsulphinyl-4,9(11),17(20),20(21)-pregnatetraen-3-one
• CAS: 101025-52-9
• 化学式: C₂₇H₃₀O₂S
• 分子量: 422.556
• InChiKey: CMGGBIZOEYZHKA-MEOJWKFTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.29
• 重原子数：
  30.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  <1,2,3,4-13C> 21-phenylsulphinyl-4,9(11),17(20),20(21)-pregnatetraen-3-one 在 溴 、 sodium methylate 、 氢气 、 三乙胺 、 三甲氧基磷 作用下， 以 二氯甲烷 为溶剂， 反应 168.0h， 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
• 作为产物：
  描述：

  (3S,3aS,9aS,9bS)-3-(tert-butoxy)-3a-methyl-6-(2-(2-(methyl-13C)-1,3-dioxolan-2-yl-2-13C)ethyl-1,2-13C2)-1,2,3,3a,4,5,8,9,9a,9b-decahydro-7H-cyclopenta[a]naphthalen-7-one 在 盐酸 、 potassium tert-butylate 、 铬 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 丙酮 为溶剂， 反应 31.33h， 生成 <1,2,3,4-13C> 21-phenylsulphinyl-4,9(11),17(20),20(21)-pregnatetraen-3-one
  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