5α,6β-dibromocholestan-3β-yl benzoate | 26048-47-5

• 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: 5α,6β-dibromocholestan-3β-yl benzoate
• 英文别名: 5α,6β-Dibromcholestan-3β-ol-benzoat；<5α.5β-Dibrom-cholestanyl-(3β)>-benzoat；3β-benzoyloxy-5,6β-dibromo-5α-cholestane；3β-Benzoyloxy-5,6β-dibrom-5α-cholestan；Benzoesaeure-(5,6β-dibrom-5α-cholestanyl-(3β)-ester)；[(3S,5R,6R,8S,9S,10R,13R,14S,17R)-5,6-dibromo-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-yl] benzoate
• CAS: 26048-47-5
• 化学式: C₃₄H₅₀Br₂O₂
• 分子量: 650.578
• InChiKey: MHXHGAYPGDRAJU-JGZJFGLQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.1
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 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：

  5α,6β-dibromocholestan-3β-yl benzoate 在 碘苯二乙酸 、 水 、 C₄₀H₃₉ClN₄OPRu⁽¹⁺⁾*Cl^(1-) 、 二异丁基氢化铝 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 29.5h， 生成 cholest-5-ene-3,20,25-triol
  参考文献：
  名称：

  Preparation of Oxysterols by C–H Oxidation of Dibromocholestane with Ru(Bpga) Catalyst

  摘要：

  七种单羟基和双羟基胆固醇通过最近开发的Ru(Bpga)催化剂（Ru(Bpga) = [RuCl(bpga)(PPh3)]Cl; bpga = 2-(双(吡啶-2-基)甲基)氨基-N-(2,6-二甲基苯基)乙酰胺）直接对胆甾烷骨架进行C-H氧化制备。由于Ru(Bpga)复合物对三级C-H的高选择性，该反应产生了一种可通过高效液相色谱法轻松分离的25-、20-、17-和14-氧化胆固醇混合物。这些结果表明，后期C-H氧化可能是制备生物重要分子候选代谢产物的一种可行策略。

  DOI：

  10.3390/molecules27010225
• 作为产物：
  描述：

  cholesterol 在 二硫化碳 、 溴 作用下， 生成 5α,6β-dibromocholestan-3β-yl benzoate
  参考文献：
  名称：

  硫修饰核苷、核苷酸和寡核苷酸的合成、化学修饰和生物应用的最新进展

  摘要：

  介绍 ....... 。………………………………………… …………………………………… …………………… …………………………………………………………………………………………………………………………………………………………………………………………………………………………………………………………………… .. .. .. .. .. .. 29 1. 杂环基的修改 ..................................... ...................................... 29 1. 含有核苷、核苷酸的硫代碱基 ..................... ………………………………………………………………………………………………………………………………………………………… ................. 29 2. 含寡核苷酸的硫基碱基、光化学探针和工具

  DOI：

  10.1080/00304940209355745

文献信息

• Electrochemical bromination of cholest-5-enes
  作者：S MILISAVLJEVIC、K WURST、G LAUS、M VUKICEVIC、R VUKICEVIC

  DOI：10.1016/j.steroids.2005.06.002

  日期：2005.12.1

  double bond of the cholesterol derivatives gave their corresponding 5alpha,6beta-dibromosteroids--3beta-chloro-5alpha,6beta-dibromocholestane (2a), 5alpha,6beta-dibromocholestan-3beta-ol (2b), 5alpha,6beta-dibromocholestan-3beta-yl acetate (2c) and 5alpha,6beta-dibromocholestan-3beta-yl benzoate (2d)--as the sole products, and in good yields (58-91%). However, the electrolysis of steroids 1a-c in a solution

  四种 5,6-不饱和类固醇--3beta-chlorocholest-5-ene (1a)、胆固醇 (1b) 及其醋酸盐 (1c) 和苯甲酸盐 (1d) - 进行恒流电解 (50 mA, 2 F mol( -1)) 在由陶瓷膜隔开的电解槽中，使用铂箔作为阳极，石墨棒作为阴极。当在四乙基溴化铵的非质子溶剂（二氯甲烷、乙腈或乙酸酐）溶液中进行电解时，将电化学产生的元素溴添加到胆固醇衍生物的双键上，得到相应的 5alpha,6beta-二溴类固醇--3beta -chloro-5alpha,6beta-dibromocholestane (2a), 5alpha,6beta-dibromocholestan-3beta-ol (2b), 5alpha,6beta-dibromocholestan-3beta-yl acetate (2c) 和 5alpha, 6beta-dibromocholestan-3beta-yl
• Carman,R.M.; Venzke,B.N., Australian Journal of Chemistry, 1971, vol. 24, p. 1905 - 1917
  作者：Carman,R.M.、Venzke,B.N.

  DOI：——

  日期：——
• The value of knee arthroscopy in patients with severe radiological osteoarthritis
  作者：Michael Bohnsack、Wolfram Lipka、Oliver Rühmann、Gabriela Peters、Stefan Schmolke、Carl Wirth

  DOI：10.1007/s00402-002-0425-4

  日期：2002.11

  Background: This study was performed to assess the value of knee arthroscopy in patients with radiological signs of severe osteoarthritis. Methods: A total of 104 patients (50 men, 54 women, average age 60 years) with radiological knee osteoarthritis grade III/IV were followed up after knee arthroscopy between May 1989 and November 1996. The average follow-up time was 5.4 years after surgery. Results: A significant (p<0.01) increase in the Lysholm score was found, ranging from 40 points before arthroscopy to 69 points at the assessment. A total of 84 patients (81%) reported an increase in their activities of daily living, 44 patients (43%) were still without any complaints. The total outcome was rated very good or good by 67 patients (65%). Only 21 patients (20%) required further surgery before the assessment. Conclusions: Knee arthroscopy is a valuable treatment for patients with pain, swelling, and radiological signs of severe osteoarthritis. It improves the patients' activities of daily living and helps to postpone further surgery.
• 224. Steroids and related compounds. Part I. Isomeric cholestenediols
  作者：Vladimir A. Petrow

  DOI：10.1039/jr9370001077

  日期：——
• Punctal and canalicular agenesis presented with congenital nasolacrimal duct obstruction
  作者：Jia-Kang Wang、Pei-Ching Lai、Shu-Lang Liao

  DOI：10.1007/s00417-002-0565-9

  日期：2002.11