D-homo-17a-oxa-4,8β-dimethyl-androst-4-ene-3,17-dione | 135359-53-4

• 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: D-homo-17a-oxa-4,8β-dimethyl-androst-4-ene-3,17-dione
• 英文别名: (4aS,4bR,10aR,10bS,12aS)-4b,7,10a,12a-tetramethyl-3,4,4a,5,6,9,10,10b,11,12-decahydronaphtho[2,1-f]chromene-2,8-dione
• CAS: 135359-53-4
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: NICGBCRNWYYABQ-OHNKGQGDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  24
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  D-homo-17a-oxa-4,8β-dimethyl-androst-4-ene-3,17-dione 在 selenium(IV) oxide 、 溶剂黄146 作用下， 以 叔丁醇 为溶剂， 反应 20.0h， 以45%的产率得到D-homo-17a-oxa-4,8β-dimethyl-androstan-1,4-diene-3,17-dione
  参考文献：
  名称：

  Synthesis of (−) 4,8β-dimethyl testolactone from (+) O-15-methyl isoagathate

  摘要：

  The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overall yield.

  DOI：

  10.1016/s0040-4020(01)87107-6
• 作为产物：
  描述：

  ent 19-norisocopal-4,12-dien-15-ol 在 吡啶 、 氢氧化钾 、 sodium chromate(VI) 、 三氟化硼乙醚 、 sodium 、 乙酸酐 、 溶剂黄146 、 二甲基亚砜 、 sodium chloride 作用下， 以 乙醇 、 苯 为溶剂， 反应 185.0h， 生成 D-homo-17a-oxa-4,8β-dimethyl-androst-4-ene-3,17-dione
  参考文献：
  名称：

  Synthesis of (−) 4,8β-dimethyl testolactone from (+) O-15-methyl isoagathate

  摘要：

  The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overall yield.

  DOI：

  10.1016/s0040-4020(01)87107-6

文献信息

• Synthesis of (−) 4,8β-dimethyl testolactone from (+) O-15-methyl isoagathate
  作者：A.Fernández Mateos、O.Ferrero Barrueco、J. de Pascual Teresa、R.Rubio González

  DOI：10.1016/s0040-4020(01)87107-6

  日期：1991.1

  The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overall yield.