(25R)-4,5α-epoxy-5α-spirosta-3,6-dione | 1268164-20-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (25R)-4,5α-epoxy-5α-spirosta-3,6-dione
• CAS: 1268164-20-0
• 化学式: C₂₇H₃₈O₅
• 分子量: 442.596
• InChiKey: IZJLXORHOXZKCC-PLVPQZMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.31
• 重原子数：
  32.0
• 可旋转键数：
  0.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  65.13
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (25R)-4,5α-epoxy-5α-spirosta-3,6-dione 在 sodium azide 、 phenyltrimethylammonium tribromide 、 对甲苯磺酸 、 三苯基膦 、 potassium iodide 作用下， 以 四氢呋喃 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~50.0 ℃ 、101.33 kPa 条件下， 反应 4.17h， 生成 di(25R-6-oxo-4,5α-epoxy-5α-spirostano[2,3-b:2',3'-e])pyrazine
  参考文献：
  名称：

  Synthesis of new symmetrical bis-steroidal pyrazine analogues from diosgenin

  摘要：

  New symmetrical bis-steroidal pyrazine dimers that are cephalostatins/ritterazines analogues have been prepared easily from a cheap, readily available natural steroid (diosgenin). These dimers were obtained by classical, condensation of a-amino ketones in order to construct the pyrazine rings. The three dimers differ in the functionalized diosgenin: (25R)-5 alpha,6 beta-dihydroxy-5 alpha-spirosta-3-one, (25R)-4,5 alpha-epoxy-5 beta-spirosta-3,6-dione and (25R)-5 alpha-hydroxy-5 alpha-spirosta-3,6-dione respectively. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.10.002
• 作为产物：
  描述：

  薯蓣皂素 在 Jones reagent 、 双氧水 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 丙酮 为溶剂， 反应 1.0h， 生成 (25R)-4,5α-epoxy-5α-spirosta-3,6-dione
  参考文献：
  名称：

  Synthesis of new symmetrical bis-steroidal pyrazine analogues from diosgenin

  摘要：

  New symmetrical bis-steroidal pyrazine dimers that are cephalostatins/ritterazines analogues have been prepared easily from a cheap, readily available natural steroid (diosgenin). These dimers were obtained by classical, condensation of a-amino ketones in order to construct the pyrazine rings. The three dimers differ in the functionalized diosgenin: (25R)-5 alpha,6 beta-dihydroxy-5 alpha-spirosta-3-one, (25R)-4,5 alpha-epoxy-5 beta-spirosta-3,6-dione and (25R)-5 alpha-hydroxy-5 alpha-spirosta-3,6-dione respectively. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.10.002