16-cyano-13α-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3β-yl acetate | 180150-95-2

• 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: 16-cyano-13α-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3β-yl acetate
• 英文别名: 16-Cyano-3alpha-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3beta-yl acetate；[(2S,4aR,4bS,7S,8S,8aR)-8-(cyanomethyl)-4a,7-dimethyl-7-(5-methyl-1,3,4-oxadiazol-2-yl)-1,2,3,4,4b,5,6,8,8a,9-decahydrophenanthren-2-yl] acetate
• CAS: 180150-95-2
• 化学式: C₂₃H₃₁N₃O₃
• 分子量: 397.517
• InChiKey: NDWYZSPZBODTEA-QPJCPEQFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  89
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  16-cyano-13α-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3β-yl acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 0.75h， 以78.65%的产率得到[(1S,2S,4aS,4bR,7S,10aR)-7-Hydroxy-2,4b-dimethyl-2-(5-methyl-[1,3,4]oxadiazol-2-yl)-1,2,3,4,4a,4b,5,6,7,8,10,10a-dodecahydro-phenanthren-1-yl]-acetonitrile
  参考文献：
  名称：

  Jindal, Dharam Paul; Gupta, Ranju; Kaushal, Renu, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1996, vol. 35, # 8, p. 775 - 778

  摘要：

  DOI：
• 作为产物：
  描述：

  乙酸酐 、 3β-hydroxy-16-oximino-5-androsten-17-one hydrazone 反应 0.75h， 以42%的产率得到16-cyano-13α-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3β-yl acetate
  参考文献：
  名称：

  16-Cyano-13α-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3β-yl acetate

  摘要：

  In the title compound, C23H31N3O3, the outer cyclohexane rings have chair conformations, while the central cyclohexene ring adopts a half-chair conformation. In the solid state, intra- and intermolecular C-H...N interactions are observed.

  DOI：

  10.1107/s0108270103028452

文献信息

• 16-Cyano-13α-(5-methyl-1,3,4-oxadiazol-2-yl)-13,16-seco-17-norandrost-5-en-3β-yl acetate
  作者：S. Thamotharan、V. Parthasarathi、Ranju Gupta、D. P. Jindal、Anthony Linden

  DOI：10.1107/s0108270103028452

  日期：2004.2.15

  In the title compound, C23H31N3O3, the outer cyclohexane rings have chair conformations, while the central cyclohexene ring adopts a half-chair conformation. In the solid state, intra- and intermolecular C-H...N interactions are observed.
• Jindal, Dharam Paul; Gupta, Ranju; Kaushal, Renu, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1996, vol. 35, # 8, p. 775 - 778
  作者：Jindal, Dharam Paul、Gupta, Ranju、Kaushal, Renu、Singh、Yadav

  DOI：——

  日期：——