3-((1R,4aS,4bR,10aS)-2,4b,8,10a-Tetramethyl-1,4,4a,4b,5,6,7,9,10,10a-decahydro-phenanthren-1-yl)-propionic acid ethyl ester | 135359-51-2

• 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: 3-((1R,4aS,4bR,10aS)-2,4b,8,10a-Tetramethyl-1,4,4a,4b,5,6,7,9,10,10a-decahydro-phenanthren-1-yl)-propionic acid ethyl ester
• 英文别名: ethyl 3-[(1R,4aS,4bR,10aS)-2,4b,8,10a-tetramethyl-1,4,4a,5,6,7,9,10-octahydrophenanthren-1-yl]propanoate
• CAS: 135359-51-2
• 化学式: C₂₃H₃₆O₂
• 分子量: 344.538
• InChiKey: NXULOPJVRGGLBV-SQMBMXPBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-((1R,4aS,4bR,10aS)-2,4b,8,10a-Tetramethyl-1,4,4a,4b,5,6,7,9,10,10a-decahydro-phenanthren-1-yl)-propionic acid ethyl ester 在 氢氧化钾 、 selenium(IV) oxide 、 sodium chromate(VI) 、 三氟化硼乙醚 、 乙酸酐 、 溶剂黄146 作用下， 以 乙醇 、 叔丁醇 、 苯 为溶剂， 反应 66.0h， 生成 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 、 sodium 、 二甲基亚砜 、 sodium chloride 作用下， 反应 139.0h， 生成 3-((1R,4aS,4bR,10aS)-2,4b,8,10a-Tetramethyl-1,4,4a,4b,5,6,7,9,10,10a-decahydro-phenanthren-1-yl)-propionic acid ethyl ester
  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.