(20R)-3α,5α-cyclo-6β-methoxy-20(tosyloxymethyl)-pregrane | 173045-70-0

• 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: (20R)-3α,5α-cyclo-6β-methoxy-20(tosyloxymethyl)-pregrane
• CAS: 173045-70-0
• 化学式: C₃₀H₄₄O₄S
• 分子量: 500.743
• InChiKey: CGYQLNJRKJXOND-FZOVURBDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.62
• 重原子数：
  35.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (20R)-3α,5α-cyclo-6β-methoxy-20(tosyloxymethyl)-pregrane 在 lithium aluminium tetrahydride 、 水 、 对甲苯磺酸 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 (3S,8S,9S,10R,13R,14S,17R)-10,13-二甲基-17-丙-2-基-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊并[a]菲-3-醇
  参考文献：
  名称：

  Short side chain sterols from the tunicate Polizoa opuntia

  摘要：

  The sterol composition of the Patagonian tunicate Polizoa opuntia was examined, and twenty-four compounds ,cere identified as having either a Delta(5), Delta(7), or Delta(0) nucleus. Two of them, the rare 20-methylpregn-5-en-3 beta-ol and 20-ethylpregn-5-en-3 beta-ol, were previously unreported as natural products from tunicates. These compounds were present only as trace components; therefore, their structures were confirmed by synthesis from suitnble precursors and by comparison of the spectral and chromatographic constants of the synthetic and natural compounds.

  DOI：

  10.1016/0039-128x(95)00167-o
• 作为产物：
  描述：

  3α,5-cyclo-6β-methoxy-pregna-22-aldehyde 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 48.5h， 生成 (20R)-3α,5α-cyclo-6β-methoxy-20(tosyloxymethyl)-pregrane
  参考文献：
  名称：

  Short side chain sterols from the tunicate Polizoa opuntia

  摘要：

  The sterol composition of the Patagonian tunicate Polizoa opuntia was examined, and twenty-four compounds ,cere identified as having either a Delta(5), Delta(7), or Delta(0) nucleus. Two of them, the rare 20-methylpregn-5-en-3 beta-ol and 20-ethylpregn-5-en-3 beta-ol, were previously unreported as natural products from tunicates. These compounds were present only as trace components; therefore, their structures were confirmed by synthesis from suitnble precursors and by comparison of the spectral and chromatographic constants of the synthetic and natural compounds.

  DOI：

  10.1016/0039-128x(95)00167-o