5α,6β-dichlorocholestan-3β-ol | 1857-79-0

• 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-dichlorocholestan-3β-ol
• 英文别名: 5,6β-dichloro-5α-cholestanol-(3β)；(10R)-5t.6c-Dichlor-3c-hydroxy-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthren；5.6β-Dichlor-3β-hydroxy-10.13-dimethyl-17β-((R)-1.5-dimethyl-hexyl)-5α-gonan；5,6β-Dichlor-5α-cholestanol-(3β)；(3S,5R,6R,8S,9S,10R,13R,14S,17R)-5,6-dichloro-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-ol
• CAS: 1857-79-0
• 化学式: C₂₇H₄₆Cl₂O
• 分子量: 457.568
• InChiKey: QAEGUSACHHGDTE-RUXQDQFYSA-N

物化性质

• 熔点：
  139.5-142.0 °C
• 沸点：
  523.5±40.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.5
• 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：

  5α,6β-dichlorocholestan-3β-ol 生成 去氢表雄酮
  参考文献：
  名称：

  DE703342

  摘要：

  公开号：
• 作为产物：
  描述：

  胆固醇 在 氯 作用下， -50.0 ℃ 、20.0 kPa 条件下， 反应 5.0h， 以34%的产率得到5α,6β-dichlorocholestan-3β-ol
  参考文献：
  名称：

  Kaupp, Gerd; Seep, Christine, Angewandte Chemie, 1988, vol. 100, # 11, p. 1568 - 1569

  摘要：

  DOI：

文献信息

• Reaction of iodobenzene dichloride with C5–C6 unsaturated steroids
  作者：A. Zarecki、J. Wicha、M. Kocór

  DOI：10.1016/s0040-4020(01)93771-8

  日期：1976.1

  Light and heat induced reactions of iodobenzene dichloride with 3β-substituted cholest-5-enes has been studied. The ratio of the isomeric 5,6-dichlorides formed was found to be nearly independent of the 3β-substituent. Radical mechanisms are proposed for these reactions. Chlorination of 3-iodocholest-5-enes may be complicated by side reactions in which iodine is liberated.

  研究了二氯化碘苯与3β-取代的胆甾烯5-烯的光和热诱导反应。发现形成的异构体5，6-二氯化物的比例几乎不依赖于3β-取代基。提出了针对这些反应的自由基机理。释放出碘的副反应可能会使3-iodocholest-5-enes的氯化反应复杂化。
• Unusual electrochemical oxidation of cholesterol
  作者：Jan Kowalski、Zenon Łotowski、Jacek W. Morzycki、Jolanta Płoszyńska、Andrzej Sobkowiak、Agnieszka Z. Wilczewska

  DOI：10.1016/j.steroids.2008.01.014

  日期：2008.5

  It has been found that cholesterol undergoes direct electrochemical oxidation on platinum electrode in dichloromethane. Voltammetric measurements show that the process is controlled by the rate of electron transfer and the height of the oxidation peak is linear us. concentration of cholesterol. Preparative electrolysis with separated cathodic and anodic compartments afforded dicholesteryl ether in a relatively high material yield. Depending on electrolysis conditions (composition of supporting electrolyte and electrolytic cell construction) various by-products with a 3 beta-chloro, 3 beta-acetoxy, or 3 beta-acetylamino group were obtained. (C) 2008 Elsevier Inc. All rights reserved.
• <b>Optical Rotatory Dispersion Studies. LXXI.</b>¹ <b>Halogen Atoms and the Octant Rule. The Conformations of Some 5α-Halocholestan-3-ones</b>²
  作者：C. S. Barnes、Carl. Djerassi

  DOI：10.1021/ja00869a038

  日期：1962.5
• Borah, Parinita; Chowdhury, Pritish, Journal of Chemical Research - Part S, 1996, # 11, p. 502 - 503
  作者：Borah, Parinita、Chowdhury, Pritish

  DOI：——

  日期：——
• Cambie,R.C. et al., Journal of the Chemical Society. Perkin transactions I, 1977, p. 2231 - 2235
  作者：Cambie,R.C. et al.

  DOI：——

  日期：——