24-dehydrocholesterol benzoate | 55461-50-2

• 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: 24-dehydrocholesterol benzoate
• 英文别名: 3β-benzoyloxy-cholesta-5,24-diene；3β-Benzoyloxy-cholesta-5,24-dien；[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] benzoate
• CAS: 55461-50-2
• 化学式: C₃₄H₄₈O₂
• 分子量: 488.754
• InChiKey: SAFSNRGTLSGWPY-LLHZKFLPSA-N

物化性质

• 熔点：
  129 °C(Solv: acetone (67-64-1))
• 沸点：
  565.9±29.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.3
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  24-dehydrocholesterol benzoate 在 三氟甲磺酸 、 苯甲酸 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 8.0h， 以73.4%的产率得到25-羟基胆甾-5-烯-3beta-基乙酸酯
  参考文献：
  名称：

  一种25-羟基胆固醇的合成方法

  摘要：

  本发明公开了一种25-羟基胆固醇的合成方法，所述的合成方法为：以24-脱氢胆固醇衍生物为原料，在催化下与含羟基试剂在有机溶剂中通过加成反应再经水解后分离得到25-羟基胆固醇。本发明通过采用水、甲酸、乙酸、丙酸、丁酸、苯甲酸、对甲基苯甲酸等含羟基试剂代替现有技术中常用的Cr试剂、Hg试剂、多氟代丙酮等剧毒试剂，原料简单易得、对环境影响小，操作和后处理方便，而且其反应条件温和、操作简单、选择性好、效率高、收率高，后处理简单，产品易分离，三废少，易于产业化。

  公开号：

  CN104130306B
• 作为产物：
  描述：

  链甾醇 生成 24-dehydrocholesterol benzoate
  参考文献：
  名称：

  Marine Sterols. IV. 24-Dehydrocholesterol: Isolation from a Barnacle and Synthesis by the Wittig Reaction

  摘要：

  DOI：

  10.1021/ja01581a030

文献信息

• METHOD FOR SYNTHESIZING 25-HYDROXY CHOLESTEROL
  申请人：Zhejiang University of Technology

  公开号：EP3181576A1

  公开（公告）日：2017-06-21

  The present invention discloses a method for synthesizing 25-hydroxy cholesterol. The method is as below: subjecting 24-dehydrocholesterol derivative as a raw material, which undergoes an addition reaction with a hydroxyl containing reagent in an organic solvent under catalysis, and then hydrolyzing the reaction product and separating to obtain 25-hydroxy cholesterol. The present invention adopts hydroxyl containing reagents such as water, formic acid, acetic acid, propionic acid, butyric acid, benzoic acid, p-methyl benzoic acid to replace the commonly used extremely toxic reagents such as Cr reagent, Hg reagent and polyfluorinated acetone in the prior art. The raw materials of the present invention are easily available, and have low effect on environment. The operation and post treatment are convenient. Moreover, the method has the advantages of mild reaction conditions, simple operation, good selectivity, high efficiency, high yield, simple post treatment, easy product separation, less three wastes and easy industrialization.

  本发明公开了一种合成25-羟基胆固醇的方法。其方法如下：以 24-脱氢胆固醇衍生物为原料，在有机溶剂催化下与含羟基试剂发生加成反应，然后将反应产物水解分离得到 25-羟基胆固醇。本发明采用水、甲酸、乙酸、丙酸、丁酸、苯甲酸、对甲基苯甲酸等含羟试剂，取代现有技术中常用的铬试剂、汞试剂、多氟丙酮等剧毒试剂。本发明原料易得，对环境影响小。操作和后处理方便。此外，该方法还具有反应条件温和、操作简单、选择性好、效率高、产率高、后处理简单、产物分离容易、三废少、易于工业化等优点。
• JPH07233192A
  申请人：——

  公开号：JPH07233192A

  公开（公告）日：1995-09-05
• METHOD OF SYNTHESIZING 25-HYDROXY CHOLESTEROL
  申请人：ZHEJIANG UNIVERSITY OF TECHNOLOGY

  公开号：US20170158729A1

  公开（公告）日：2017-06-08

  The present invention discloses a method for synthesizing 25-hydroxy cholesterol. The method is as below: subjecting 24-dehydrocholesterol derivative as a raw material, which undergoes an addition reaction with a hydroxyl containing reagent in an organic solvent under catalysis, and then hydrolyzing the reaction product and separating to obtain 25-hydroxy cholesterol. The present invention adopts hydroxyl containing reagents such as water, formic acid, acetic acid, propionic acid, butyric acid, benzoic acid, p-methyl benzoic acid to replace the commonly used extremely toxic reagents such as Cr reagent, Hg reagent and polyfluorinated acetone in the prior art. The raw materials of the present invention are easily available, and have low effect on environment. The operation and post treatment are convenient. Moreover, the method has the advantages of mild reaction conditions, simple operation, good selectivity, high efficiency, high yield, simple post treatment, easy product separation, less three wastes and easy industrialization.
• US9802977B2
  申请人：——

  公开号：US9802977B2

  公开（公告）日：2017-10-31