2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-14-en-17-one | 1346236-21-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-14-en-17-one
• CAS: 1346236-21-2
• 化学式: C₂₄H₃₄O₅
• 分子量: 402.531
• InChiKey: NESMQLXFKHJKDA-PYMXQXNBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  29.0
• 可旋转键数：
  0.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-14-en-17-one 、 乙酸酐 在 1,10-菲罗啉 、 二异丙胺 、 lithium diisopropyl amide 、 三乙胺 作用下， 以 四氢呋喃 、 正庚烷 、 乙基苯 为溶剂， 反应 0.53h， 以68%的产率得到17-acetoxy-2α,3α-isopropylidendioxy-6,6-ethylenedioxy-5α-androsta-14,16-diene
  参考文献：
  名称：

  Synthesis of 14,16-dien-17-yl acetates of androstane series. NMR and mass spectrometry data

  摘要：

  On the basis of dehydroepiandrosterone through the Delta(14)- and Delta(15)-androst-17-ones a series of androsta-14,16-dienyl acetates was obtained, the key compounds in the synthesis of 14-substituted steroids. By the methods of two-dimensional NMR spectroscopy the structure of compounds was proved and a full assignment of signals in the H-1 and C-13 NMR spectra was performed. With the use of tandem mass spectrometry the main directions of fragmentation of protonated molecules of the synthesized ketones and dienyl acetates were studied. DOI: 10.1134/S1070363211090234

  DOI：

  10.1134/s1070363211090234
• 作为产物：
  描述：

  2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-15-en-17-one 在 silica gel 、 二异丙胺 作用下， 以 苯 为溶剂， 反应 12.0h， 以76%的产率得到2α,3α-isopropylidenedioxy-6,6-ethylenedioxy-5α-androst-14-en-17-one
  参考文献：
  名称：

  Synthesis of 14,16-dien-17-yl acetates of androstane series. NMR and mass spectrometry data

  摘要：

  On the basis of dehydroepiandrosterone through the Delta(14)- and Delta(15)-androst-17-ones a series of androsta-14,16-dienyl acetates was obtained, the key compounds in the synthesis of 14-substituted steroids. By the methods of two-dimensional NMR spectroscopy the structure of compounds was proved and a full assignment of signals in the H-1 and C-13 NMR spectra was performed. With the use of tandem mass spectrometry the main directions of fragmentation of protonated molecules of the synthesized ketones and dienyl acetates were studied. DOI: 10.1134/S1070363211090234

  DOI：

  10.1134/s1070363211090234