3β-acetoxy-16-bis(methylthio)-methylidene-13α-androst-5-en-17-one | 941579-76-6

• 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-bis(methylthio)-methylidene-13α-androst-5-en-17-one
• CAS: 941579-76-6
• 化学式: C₂₄H₃₄O₃S₂
• 分子量: 434.664
• InChiKey: QKXQQIQRGIXJRE-VKPQWHETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.0
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3β-acetoxy-16-bis(methylthio)-methylidene-13α-androst-5-en-17-one 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以63%的产率得到5'-methylthiopyrazolo[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：

  二硫化碳 、 3β-acetoxy-13α-androst-5-en-17-one 、 碘甲烷 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以58%的产率得到3β-acetoxy-16-bis(methylthio)-methylidene-13α-androst-5-en-17-one
  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