11-oxa-5α-androstane-3,17-dione | 113555-48-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 11-oxa-5α-androstane-3,17-dione
• CAS: 113555-48-9
• 化学式: C₁₈H₂₆O₃
• 分子量: 290.403
• InChiKey: LTRVTWJMVFFYQX-VXBARFDHSA-N

物化性质

• 沸点：
  420.7±45.0 °C(predicted)
• 密度：
  1.124±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.16
• 重原子数：
  21.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  11-oxa-5α-androstane-3,17-dione 在 溴 、 lithium carbonate 、 lithium bromide 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 11-oxa-1,4-androstadine-3,17-dione
  参考文献：
  名称：

  Steroids and related products. LIII.1 The synthesis of 11-oxa steroids. V.2 The synthesis of 17-ethynyl-11-oxatestosterone3

  摘要：

  The synthesis of 17-ethynyl-11-oxatestosterone, both from 11-oxa-5 alpha-pregnane-3,20-dione and, via a 3,17-dioxygenated 9-oxo 9,12-seco 11-nor 5 alpha-androstane-12-oic ester, from 3 beta-acetoxy-17-hydroxy-5 alpha-pregnan-12-one--two products available from hecogenin--is reported. The new hormone analogue shows significant progestational activity in the Clauberg test and relatively weak activity in a post-coital antifertility assay.

  DOI：

  10.1016/0039-128x(86)90054-1
• 作为产物：
  描述：

  3,3-Dimethoxy-17-hydroxy-11-oxa-5α-pregnan-20-one 在 sodium tetrahydroborate 、 sodium bismuthate 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 28.0h， 生成 11-oxa-5α-androstane-3,17-dione
  参考文献：
  名称：

  Steroids and related products. LIII.1 The synthesis of 11-oxa steroids. V.2 The synthesis of 17-ethynyl-11-oxatestosterone3

  摘要：

  The synthesis of 17-ethynyl-11-oxatestosterone, both from 11-oxa-5 alpha-pregnane-3,20-dione and, via a 3,17-dioxygenated 9-oxo 9,12-seco 11-nor 5 alpha-androstane-12-oic ester, from 3 beta-acetoxy-17-hydroxy-5 alpha-pregnan-12-one--two products available from hecogenin--is reported. The new hormone analogue shows significant progestational activity in the Clauberg test and relatively weak activity in a post-coital antifertility assay.

  DOI：

  10.1016/0039-128x(86)90054-1

文献信息

• Steroids and related products. LIV. The synthesis of 11-OXA steroids. VI. The synthesis of 11-oxatestosterone
  作者：V.S. Salvi、D. Mukherjee、Ch.R. Engel

  DOI：10.1016/0039-128x(86)90040-1

  日期：1986.7

  The synthesis of 11-oxatestosterone from 11-oxa-5 alpha-androstane-3,17-dione, which is available from hecogenin, is described. The product shows, in comparison with the natural hormone, diminished androgenic and anabolic activities.

  描述了可从hecogenin获得的由11-oxa-5α-雄烷-3,17-二酮合成11-氧杂甾体酮。与天然激素相比，该产品显示雄激素和合成代谢活性降低。