3β-acetoxy-16-hydroxymeth-(Z)-ylidene-13α-androst-5-en-17-one | 941579-79-9

• 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: 3β-acetoxy-16-hydroxymeth-(Z)-ylidene-13α-androst-5-en-17-one
• 英文别名: 3β-hydroxy-16-hydroxymeth-(Z)-ylidene-13α-androst-5-en-17-one
• CAS: 941579-79-9
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: LAAMRAVHROVLSR-PMWFTYHTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  23.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  57.53
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3β-acetoxy-16-hydroxymeth-(Z)-ylidene-13α-androst-5-en-17-one 在 一水合肼 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以64%的产率得到pyrazolo[4',3':16,17]-13α-androst-5-en-3β-ol
  参考文献：
  名称：

  The Synthesis of D-Heteroannulated 3β-Hydroxy-13α-androst-5-ene Derivatives via α-Oxoketene Dithioacetal and α-Oxohydroxymethylidene Synthons

  摘要：

  16-Ketene dithioacetal derivatives of 3 beta-hydroxy-13 alpha-androst-5-en-17-one react with amidine, benzamidine, or guanidine to yield novel pyrimido-fused D-heteroannulated steroids. The reactions of 3 beta-hydroxy-16-hydroxymethylidene-13 alpha-androst-5-en-17-one with N,N'-dinucleophiles furnish heterocycles containing a pyrazole ring fused to positions 16,17 of the sterane skeleton.

  DOI：

  10.1007/s00706-006-0544-7
• 作为产物：
  描述：

  醋酸去氢表雄酮 在 sodium methylate 、 邻苯二胺 作用下， 以 乙酸酐 、 甲苯 为溶剂， 反应 12.0h， 生成 3β-acetoxy-16-hydroxymeth-(Z)-ylidene-13α-androst-5-en-17-one
  参考文献：
  名称：

  Synthesis of D-seco-13α-Androst-5-ene Derivatives

  摘要：

  3 beta-Hydroxy-16,17-seco-13 alpha-androsta-5,16-dien-17-a1 was obtained from 3 beta-acetoxyandrost-5-en-17-one in six steps with a Grob fragmentation as the key step. This seco-steroid, containing a formyl group and an unsaturated side-chain in a sterically favourable cis position, is a useful synthon for the synthesis of novel heterocycles condensed to the 3 beta-hydroxy-13 alpha-androst-5-en-17-one skeleton.

  DOI：

  10.1007/s00706-005-0500-y