Cholesterin-5,6-dibromid | 1857-80-3

• 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: Cholesterin-5,6-dibromid
• 英文别名: 5,6-Dibromocholestan-3beta-ol；5,6-dibromo-10,13-dimethyl-17-(6-methylheptan-2-yl)-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-ol
• CAS: 1857-80-3；5034-92-4；25182-80-3；61009-47-0；97100-41-9
• 化学式: C₂₇H₄₆Br₂O
• 分子量: 546.47
• InChiKey: CEQDUQUVPZBDDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Cholesterin-5,6-dibromid 在 sodium tetrahydroborate 、 nickel dichloride 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以92%的产率得到cholesterol
  参考文献：
  名称：

  Stereoselective debromination and selective reduction of vic-dibromides with nickel boride

  摘要：

  报告了在常温下用硼化物镍对沧二溴化物进行立体选择性脱溴反应的简单程序。此外，还报道了脱溴同时还原沧二溴化物以得到二氢化产物的一锅反应。α，β-二溴酮也可以转化为相应的醇。

  DOI：

  10.1139/v06-125

文献信息

• NISHIYAMA, YUTAKA;KATSUEN, SUSUMU;JOUNEN, HIROSHI;HAMANAKA, SAWAKO, HETEROATOM CHEM., 1,(1990) N, C. 467-468
  作者：NISHIYAMA, YUTAKA、KATSUEN, SUSUMU、JOUNEN, HIROSHI、HAMANAKA, SAWAKO

  DOI：——

  日期：——
• 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