5β-chol-23-ene-3α,6α-diol bis(p-toluenesulfonate) | 242135-01-9

• 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: 5β-chol-23-ene-3α,6α-diol bis(p-toluenesulfonate)
• 英文别名: [(3R,5R,6S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-6-(4-methylphenyl)sulfonyloxy-17-[(2R)-pent-4-en-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] 4-methylbenzenesulfonate
• CAS: 242135-01-9
• 化学式: C₃₈H₅₂O₆S₂
• 分子量: 668.959
• InChiKey: IYVGIZIAQAZHSI-IONGUALZSA-N

物化性质

• 沸点：
  732.522±48.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.225±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  46
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5β-chol-23-ene-3α,6α-diol bis(p-toluenesulfonate) 在 氢氧化钾 、 potassium carbonate 作用下， 以61%的产率得到chola-6,23-dien-3β-ol
  参考文献：
  名称：

  Synthesis of deuterium- and tritium-labeled 25,26,26,26,27,27,27-heptafluorocholesterol

  摘要：

  25,26,26,26,27,27,27-Heptafluorocholesterol (F-7-cholesterol) is a novel analog of cholesterol with potential value in biological investigations. We have combined an isotope-labeling strategy described for 15-ketoslerols with modifications in the original synthesis of F-7-cholesterol to prepare analogs containing deuterium or tritium at the C-23 position. H-1, H-2, and C-13 nuclear magnetic resonance spectra indicated high chemical purity of the deuterium-labeled analog and confirmed the presence of deuterium only at C-23. The tritium-labeled analog was synthesized in high radiochemical purity with a specific activity of 472 mCi/mmol.

  DOI：

  10.1002/(sici)1099-1344(199906)42:6<509::aid-jlcr211>3.0.co;2-m
• 作为产物：
  描述：

  5β-chol-23-ene-3α,6α-diol diacetate 在 4-二甲氨基吡啶 、 potassium carbonate 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 为溶剂， 反应 24.5h， 生成 5β-chol-23-ene-3α,6α-diol bis(p-toluenesulfonate)
  参考文献：
  名称：

  Synthesis of deuterium- and tritium-labeled 25,26,26,26,27,27,27-heptafluorocholesterol

  摘要：

  25,26,26,26,27,27,27-Heptafluorocholesterol (F-7-cholesterol) is a novel analog of cholesterol with potential value in biological investigations. We have combined an isotope-labeling strategy described for 15-ketoslerols with modifications in the original synthesis of F-7-cholesterol to prepare analogs containing deuterium or tritium at the C-23 position. H-1, H-2, and C-13 nuclear magnetic resonance spectra indicated high chemical purity of the deuterium-labeled analog and confirmed the presence of deuterium only at C-23. The tritium-labeled analog was synthesized in high radiochemical purity with a specific activity of 472 mCi/mmol.

  DOI：

  10.1002/(sici)1099-1344(199906)42:6<509::aid-jlcr211>3.0.co;2-m