16α,17-epoxy-16β-methyl-5α-pregn-1,4,9(11)-triene-3,20-dione | 84062-04-4

• 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: 16α,17-epoxy-16β-methyl-5α-pregn-1,4,9(11)-triene-3,20-dione
• 英文别名: (1S,2S,4R,6S,7S,11S)-6-acetyl-4,7,11-trimethyl-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadeca-9,12,15-trien-14-one
• CAS: 84062-04-4
• 化学式: C₂₂H₂₆O₃
• 分子量: 338.447
• InChiKey: HMGMBCFPFDCJMO-WQLZPPOKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  16α,17-epoxy-16β-methyl-5α-pregn-1,4,9(11)-triene-3,20-dione 在 三氟乙酸 作用下， 以 苯 为溶剂， 反应 18.0h， 以132 mg的产率得到16-亚甲基-17-羟基孕甾-1,4,9(11)-三烯-3,20-二酮
  参考文献：
  名称：

  Synthesis and 1H and 13C nuclear magnetic resonance of 16-methylene-17α-hydroxypregna-1,4,9(11)-triene-3,20-dione

  摘要：

  A three-step synthesis of 16-methylene-17alpha-hydroxypregna-1,4,9(11)-triene-3,20-dione, which has been previously obtained by microbial transformation, was achieved from 3beta-hydroxy-16alpha, 17-epoxy-16beta-methyl-5alpha-pregn-9(11)-en-20-one in an overall yield of 35%. All compounds involved in the process were characterized spectroscopically and their C-13 NMR shielding effects are briefly discussed.

  DOI：

  10.1016/0039-128x(93)90077-z
• 作为产物：
  描述：

  3β-hydroxy-16α,17-epoxy-16β-methyl-5α-pregn-9(11)-en-20-one 在 chromium(VI) oxide 、 硫酸 、 苯亚硒酸酐 作用下， 以 丙酮 、 苯 为溶剂， 反应 3.62h， 生成 16α,17-epoxy-16β-methyl-5α-pregn-1,4,9(11)-triene-3,20-dione
  参考文献：
  名称：

  Synthesis and 1H and 13C nuclear magnetic resonance of 16-methylene-17α-hydroxypregna-1,4,9(11)-triene-3,20-dione

  摘要：

  A three-step synthesis of 16-methylene-17alpha-hydroxypregna-1,4,9(11)-triene-3,20-dione, which has been previously obtained by microbial transformation, was achieved from 3beta-hydroxy-16alpha, 17-epoxy-16beta-methyl-5alpha-pregn-9(11)-en-20-one in an overall yield of 35%. All compounds involved in the process were characterized spectroscopically and their C-13 NMR shielding effects are briefly discussed.

  DOI：

  10.1016/0039-128x(93)90077-z