6β-chloro-5-hydroxy-5α-cholestan-3β-yl acetate | 1858-01-1

• 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: 6β-chloro-5-hydroxy-5α-cholestan-3β-yl acetate
• 英文别名: 3β-acetoxy-6β-chloro-5-hydroxy-5α-cholestane；6β-chloro-5α-hydroxycholestan-3-β-yl acetate；6β-chloro-5α-hydroxycholestan-3β-yl acetate；3β-acetoxy-6β-chlorocholestan-5α-ol；acetic acid-(6β-chloro-5-hydroxy-5α-cholestanyl-(3β)-ester)；(10R)-6c-Chlor-5t-hydroxy-3c-acetoxy-10r.13c-dimethyl-17c-((R)-1.5-dimethyl-hexyl)-(8cH.9tH.14tH)-hexadecahydro-1H-cyclopenta[a]phenanthren；6beta-Chloro-5alpha-hydroxycholestan-3beta-yl acetate；[(3S,5R,6R,8S,9S,10R,13R,14S,17R)-6-chloro-5-hydroxy-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] acetate
• CAS: 1858-01-1
• 化学式: C₂₉H₄₉ClO₃
• 分子量: 481.159
• InChiKey: KWHDUNLIEHDJHD-BSMCXZHXSA-N

物化性质

• 熔点：
  186-187 °C(Solv: ethyl acetate (141-78-6); methanol (67-56-1))
• 沸点：
  537.0±40.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6β-chloro-5-hydroxy-5α-cholestan-3β-yl acetate 在 1,4-二氧六环 、 吡啶 、 氯化亚砜 、 溶剂黄146 作用下， 生成 4β-acetoxycholest-5-en-3β-ol
  参考文献：
  名称：

  Polyglucosan body disease in a mixed-breed dog

  摘要：

  AIM: To describe the histopathology of a previously unrecorded canine disease and deduce the cause of the lesions.METHODS: Formalin-fixed tissues were processed into paraffin wax and epoxy resin for light and electron microscopy of variously stained sections of liver, brain, heart muscle and kidney.RESULTS: Periodic acid Schiff (PAS)-positive bodies in liver and myocardium were typical of a polyglucosan body disease. Neurons contained coarse granular material that stained similarly to the polyglucosan bodies.CONCLUSION: The nature, distribution and histochemistry of lesions observed are consistent with a putative diagnosis of Glycogen storage disease type IV, an inherited metabolic defect associated with a deficiency of glycogen-branching enzyme not previously reported in dogs.

  DOI：

  10.1080/00480169.2002.36247
• 作为产物：
  描述：

  胆固醇醋酸酯 在 过氧化氢苯甲酰 、 氯仿 作用下， 生成 6β-chloro-5-hydroxy-5α-cholestan-3β-yl acetate
  参考文献：
  名称：

  性激素XX。Herstellung冯Oxyden AUSΔ 5 -Cholestenon UND AUSΔ 5 -Androstendion

  摘要：

  DOI：

  10.1002/hlca.19370200135

文献信息

• Use of Polymeric Phosphine-Halogen Complexes in the Conversion of Epoxides to Halohydrins
  作者：Romualdo Caputo、Carla Ferreri、Silvana Noviello、Giovanni Palumbo

  DOI：10.1055/s-1986-31689

  日期：——

  Polystyryldiphenylphosphine-halogen complexes are convenient reagents for converting epoxides to halohydrins under mild and non-acidic conditions. The method requires only a filtration and evaporation process for product isolation.

  聚苯乙烯基二苯基膦-卤素络合物是在温和和非酸性条件下将环氧化物转化为卤代醇的便利试剂。该方法仅需要过滤和蒸发过程来分离产物。
• Ritter Reaction Mediated by Bismuth(III) Salts: One-Step Conversion of ­Epoxides into <i>vic</i>-Acylamino-Hydroxy Compounds
  作者：Jorge Salvador、Rui Pinto、Christophe Roux

  DOI：10.1055/s-2006-949608

  日期：2006.8

  Bismuth salts promote a new one-step conversion of epoxides into vic-acylamino-hydroxy compounds in very high yields.

  铋盐能促进环氧化物以极高的产率一步转化为沧酰氨基羟基化合物。
• Regioselective formation of chlorohydrins from ring-opening of steroidal epoxides using silica-supported BiCl 3 : A spectral and X-ray crystallographic study
  作者：Mahboob Alam、Soonheum Park

  DOI：10.1016/j.tetlet.2017.06.035

  日期：2017.7

  The ring opening of steroidal epoxides are carried out in a regioselective manner using bismuth chloride, ferric chloride, indium chloride, silica supported BiCl3, FeCl3 and InCl3 under mild condition in variable yields. The products obtained were identified by various spectroscopic techniques. The structure of one of the compound has been determined by X-ray diffraction using the direct method and

  使用氯化铋，氯化铁，氯化铟，二氧化硅负载的BiCl 3，FeCl 3和InCl 3以区域选择性方式在温和条件下以可变收率进行甾族环氧化物的开环。通过各种光谱技术鉴定获得的产物。已使用直接方法通过X射线衍射确定了一种化合物的结构，并在F2上进行了精制通过全矩阵最小二乘法。根据当前和以前的结果以及环氧化物的开环方式，提出了一种一般的反应机理。为了探索可能的分子间相互作用，还绘制了3D Hirshfeld表面和相关的2D指纹图。指纹图谱证明了独立分子在分子间接触中的细微区别。
• Studies on Cholesteryl Oxides¹
  作者：Purnendu N. Chakravorty、Robert H. Levin

  DOI：10.1021/ja01262a027

  日期：1942.10
• Husain, Mubarak; Khan, Naseem Hasan, Synthetic Communications, 1981, vol. 11, # 3, p. 185 - 208
  作者：Husain, Mubarak、Khan, Naseem Hasan

  DOI：——

  日期：——