3β-acetoxysitost-5-ene-7α-ol | 73336-57-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 3β-acetoxysitost-5-ene-7α-ol
• 英文别名: 3β-acetoxysitost-5-en-7α-ol
• CAS: 73336-57-9
• 化学式: C₃₁H₅₂O₃
• 分子量: 472.752
• InChiKey: HZXJZOYEEKCCRD-HSOVBUTDSA-N

物化性质

• 沸点：
  545.7±43.0 °C(Predicted)
• 密度：
  1.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.57
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 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：

  3β-acetoxysitost-5-ene-7α-ol 在 sodium carbonate 作用下， 以 甲醇 、 水 为溶剂， 以65%的产率得到3beta,7alpha-二羟基豆甾-5-烯
  参考文献：
  名称：

  Gram-scale chromatographic purification of β-sitosterolSynthesis and characterization of β-sitosterol oxides

  摘要：

  An effective purification method for P-sitosterol was developed starting from a commercial source of a phytosterol mixture using preparative adsorption column chromatography. P-Sitosterol (>= 95% purity) was obtained on a gram-scale. Thus, the synthesis of six P-sitosterol oxides, including 7 alpha-hydroxy, 7 beta-hydroxy, 5,6 alpha-epoxy, 5,6 beta-epoxy, 7-keto, and 5 alpha,6 beta-dihydroxysitosterol, were successfully carried out. The spectral characteristics of all the synthetic intermediates and target compounds (similar to 95% purity) were well-documented. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2005.06.003
• 作为产物：
  描述：

  (24R)-3β-acetoxystigmast-5-en-7-one 在 L-Selectride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以78%的产率得到3β-acetoxysitost-5-ene-7α-ol
  参考文献：
  名称：

  Gram-scale chromatographic purification of β-sitosterolSynthesis and characterization of β-sitosterol oxides

  摘要：

  An effective purification method for P-sitosterol was developed starting from a commercial source of a phytosterol mixture using preparative adsorption column chromatography. P-Sitosterol (>= 95% purity) was obtained on a gram-scale. Thus, the synthesis of six P-sitosterol oxides, including 7 alpha-hydroxy, 7 beta-hydroxy, 5,6 alpha-epoxy, 5,6 beta-epoxy, 7-keto, and 5 alpha,6 beta-dihydroxysitosterol, were successfully carried out. The spectral characteristics of all the synthetic intermediates and target compounds (similar to 95% purity) were well-documented. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2005.06.003