5α-cholesta-7,9(11)-diene-3β,6α-diol 3,6-diacetate | 137941-47-0

• 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-cholesta-7,9(11)-diene-3β,6α-diol 3,6-diacetate
• 英文别名: 5α-cholesta-7,9(11)-diene-3β,6α-diol diacetate；5α-cholestadiene-(7,9(11))-diyl-(3β,6α)-diacetate；5α-Cholestadien-(7,9(11))-diyl-(3β,6α)-diacetat；3β,6α-Diacetoxy-5α-cholestadien-(7,9(11))；(10S)-3c,6t-Diacetoxy-10r,13c-dimethyl-17c-((R)-1,5-dimethyl-hexyl)-(5tH,14tH)-Δ^7,9(11)-dodecahydro-1H-cyclopenta[a]phenanthren；[(3S,5S,6S,10S,13R,14R,17R)-6-acetyloxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 137941-47-0
• 化学式: C₃₁H₄₈O₄
• 分子量: 484.72
• InChiKey: DQYANGXLLPTDIF-DQQBEWNTSA-N

物化性质

• 沸点：
  552.7±50.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5α-cholesta-7,9(11)-diene-3β,6α-diol 3,6-diacetate 在 间氯过氧苯甲酸 作用下， 生成 9α,11α-epoxy-5α-cholest-7-ene-3β,6α-diol 3,6-diacetate
  参考文献：
  名称：

  从海绵上合成的新型9,11-甾醇3β，6α-二羟基-9-氧代9,11-seco-5α-胆固醇7-en-11-al的结构解析和合成。

  摘要：

  从海洋海绵中分离到了一种新型的9,11-甾醇3β，6α-二羟基-9-oxo-9,11-seco-5α-胆固醇7-en-11-al（1），并推导了其结构。通过分析包括1 H NMR COZY和1 H and 13 C相关NMR实验的光谱数据。从7-脱氢胆固醇开始的合成证实了1的结构。

  DOI：

  10.1016/s0040-4020(01)81948-7
• 作为产物：
  描述：

  5α-cholest-7-ene-3β,6α-diol 在 吡啶 、 mercury(II) diacetate 作用下， 以 氯仿 、 溶剂黄146 为溶剂， 反应 25.5h， 生成 5α-cholesta-7,9(11)-diene-3β,6α-diol 3,6-diacetate
  参考文献：
  名称：

  从海绵上合成的新型9,11-甾醇3β，6α-二羟基-9-氧代9,11-seco-5α-胆固醇7-en-11-al的结构解析和合成。

  摘要：

  从海洋海绵中分离到了一种新型的9,11-甾醇3β，6α-二羟基-9-oxo-9,11-seco-5α-胆固醇7-en-11-al（1），并推导了其结构。通过分析包括1 H NMR COZY和1 H and 13 C相关NMR实验的光谱数据。从7-脱氢胆固醇开始的合成证实了1的结构。

  DOI：

  10.1016/s0040-4020(01)81948-7

文献信息

• Studies towards the synthesis of polyoxygenated steroids. Reaction of 7,9(11)-diene steroids with RuO4.
  作者：Giacomo Notaro、Vincenzo Piccialli、Donato Sica、Dina Smaldone

  DOI：10.1016/s0040-4020(01)85020-1

  日期：1994.4

  In order to find an entry to C-ring oxygenated steroids, the reaction of ruthenium tetroxide with some Delta(7,9(11))-sterols gas been explored. The reaction has been performed both at -70 degrees C and room temperature using an equimolecular amount of the oxidant and acetone-water as solvent system in the absence of a cooxidant. The change in the temperature conditions moderately affects the yields of the reaction products. When 3 beta,6 alpha- and 3 beta,6 beta-diacetoxy-Delta(7,9(11))-sterols were used the diene system was predominantly attacked at the 9(11)-double bond from the alpha-face of the molecule giving Delta(7)-9 alpha-hydroxy-11-keto- and Delta(7)-9 alpha,11 alpha-dihydroxy-sterols. RuO4 oxidation of cholesta-7,9(11)-dien-3 beta-yl acetate, yielded, in addition to the above oxidation products, minor amounts of three related C-7,C-11 oxigenated 8 alpha,9 alpha-epoxysterols, arising from the oxidation of both double bonds of the diene system. These results, that in part parallel those we recently found on RuO4 oxidation of trisubstituted [Delta(4), Delta(5) and Delta(7)] steroidal alkenes, shed further light on the reactivity of this oxidizing agent which, neverthless, seems far from being completely understood. In addition, our procedure furnishes a reliable route to Delta(7)-9 alpha,11 beta-dihydroxysterols via LiAlH4 reduction of the 11-keto group.
• 527. The application of the method of molecular rotation differences to steroids. Part XVII. The action of mercuric acetate on iso-dehydrocholesteryl p-nitrobenzoate
  作者：D. H. R. Barton、W. J. Rosenfelder

  DOI：10.1039/jr9510002381

  日期：——