Pregn-5-ene-3,21-diol, 20-methyl-, 3-acetate, (3b,20R)- | 55509-37-0

• 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: Pregn-5-ene-3,21-diol, 20-methyl-, 3-acetate, (3b,20R)-
• 英文别名: Pregn-5-ene-3,21-diol, 20-methyl-, 3-acetate, (3b,20S)-
• CAS: 55509-37-0；85650-30-2；115728-51-3
• 化学式: C₂₄H₃₈O₃
• 分子量: 374.564
• InChiKey: FRNBBMYUVKCZCF-XXBVEIOTSA-N

物化性质

• 熔点：
  153-154 °C(Solv: acetone (67-64-1); methanol (67-56-1))
• 沸点：
  470.3±28.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  46.53
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  Pregn-5-ene-3,21-diol, 20-methyl-, 3-acetate, (3b,20R)- 在 吡啶 、 lithium aluminium deuteride 、 三氯氧磷 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 <22-2H1>-3β-hydroxybisnorchol-5-ene
  参考文献：
  名称：

  Synthesis of [21-2H]- and [22-2H]-derivatives of 23,24,25,26,27-pentanor-cholesterol and 23,24,25,26,27-pentanordihydrolanosterol and the stereochemical significance of the deuterium spinlattice relaxation times.

  摘要：

  The deuterated and undeuterated 21- and 22-methyl derivatives of the 23, 24, 25, 26, 27-pentanor analogs of cholesterol and dihydrolanosterol were synthesized. As starting materials, (20S)- and (20R)-3β-acetoxybisnorchol-5-en-22-oic acid and (20S)- and (20R)-3β-acetoxy-23, 24, 25, 26, 27-pentanorlanost-8-en-22-oic acid were used. The deuterium relaxation times of the two groups of compounds were measured and the relationship between the T1 values and the structures was examined.

  DOI：

  10.1248/cpb.28.1150
• 作为产物：
  描述：

  (S)-2-((8S,9S,10R,13S,14S,17R)-3-Acetoxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl)-propionic acid 在 sodium tetrahydroborate 、 氯甲酸乙酯 、 三乙胺 作用下， 生成 Pregn-5-ene-3,21-diol, 20-methyl-, 3-acetate, (3b,20R)-
  参考文献：
  名称：

  Synthesis of [21-2H]- and [22-2H]-derivatives of 23,24,25,26,27-pentanor-cholesterol and 23,24,25,26,27-pentanordihydrolanosterol and the stereochemical significance of the deuterium spinlattice relaxation times.

  摘要：

  The deuterated and undeuterated 21- and 22-methyl derivatives of the 23, 24, 25, 26, 27-pentanor analogs of cholesterol and dihydrolanosterol were synthesized. As starting materials, (20S)- and (20R)-3β-acetoxybisnorchol-5-en-22-oic acid and (20S)- and (20R)-3β-acetoxy-23, 24, 25, 26, 27-pentanorlanost-8-en-22-oic acid were used. The deuterium relaxation times of the two groups of compounds were measured and the relationship between the T1 values and the structures was examined.

  DOI：

  10.1248/cpb.28.1150