(3S,3aS,6R,9aS,9bS)-3-(tert-butoxy)-3a,6-dimethyl-6-(2-(2-(methyl-13C)-1,3-dioxolan-2-yl-2-13C)ethyl-1,2-13C2)-1,2,3,3a,4,6,8,9,9a,9b-decahydro-7H-cyclopenta[a]naphthalen-7-one | 101025-48-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3S,3aS,6R,9aS,9bS)-3-(tert-butoxy)-3a,6-dimethyl-6-(2-(2-(methyl-13C)-1,3-dioxolan-2-yl-2-13C)ethyl-1,2-13C2)-1,2,3,3a,4,6,8,9,9a,9b-decahydro-7H-cyclopenta[a]naphthalen-7-one
• CAS: 101025-48-3
• 化学式: C₂₅H₄₀O₄
• 分子量: 408.546
• InChiKey: ZBUKNXJCIGETFG-UXEGOKJGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.45
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  44.76
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3S,3aS,6R,9aS,9bS)-3-(tert-butoxy)-3a,6-dimethyl-6-(2-(2-(methyl-13C)-1,3-dioxolan-2-yl-2-13C)ethyl-1,2-13C2)-1,2,3,3a,4,6,8,9,9a,9b-decahydro-7H-cyclopenta[a]naphthalen-7-one 在 盐酸 、 potassium tert-butylate 、 sodium methylate 、 铬 、 三乙胺 、 三甲氧基磷 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 175.33h， 生成 <1,2,3,4-13C>-17α-hydroxy-20-methoxy-4,9(11),20-pregnatrien-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
• 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 、 碘甲烷 在 sodium hydride 作用下， 生成 (3S,3aS,6R,9aS,9bS)-3-(tert-butoxy)-3a,6-dimethyl-6-(2-(2-(methyl-13C)-1,3-dioxolan-2-yl-2-13C)ethyl-1,2-13C2)-1,2,3,3a,4,6,8,9,9a,9b-decahydro-7H-cyclopenta[a]naphthalen-7-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