N-benzyl 9α-fluoro-16α-methyl-11β,17α-dihydroxy-3-oxo-1,4-androstadiene-17β-carboxamide | 71878-79-0

• 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: N-benzyl 9α-fluoro-16α-methyl-11β,17α-dihydroxy-3-oxo-1,4-androstadiene-17β-carboxamide
• 英文别名: (1R,2R,3aS,3bS,9aS,9bR,10S,11aS)aNaBenzyla9ba fluoroa1,10adihydroxya2,9a,11aatrimethyla7aoxoa 1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aHa cyclopenta[a]phenanthrenea1acarboxamide；(8S,9R,10S,11S,13S,14S,16R,17R)-N-benzyl-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthrene-17-carboxamide
• CAS: 71878-79-0
• 化学式: C₂₈H₃₄FNO₄
• 分子量: 467.581
• InChiKey: MTGWRTUFVAUHPT-PGCGXKQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  86.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  9-氟-11,17-二羟基-16alpha-甲基-3-氧代雄甾-1,4-二烯-17-羧酸 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 N-benzyl 9α-fluoro-16α-methyl-11β,17α-dihydroxy-3-oxo-1,4-androstadiene-17β-carboxamide
  参考文献：
  名称：

  Synthesis of steroidal 17 β-carboxamide derivatives

  摘要：

  Several 17 beta-carboxamide derivatives of natural and fluorinated glucocorticoids have been synthesized. The 17 beta-carboxylic derivatives were obtained by periodic acid oxidation of their side chains. They were then activated by N-hydroxybenzotriazole (HOBT) and coupled to several primary amines. Using this method eleven 17 beta-carboxamide derivatives have been prepared in good yields.

  DOI：

  10.1016/0039-128x(80)90039-2

文献信息

• Synthesis of steroidal 17 β-carboxamide derivatives
  作者：P. Formstecher、P. Lustenberger、M. Dautrevaux

  DOI：10.1016/0039-128x(80)90039-2

  日期：1980.3

  Several 17 beta-carboxamide derivatives of natural and fluorinated glucocorticoids have been synthesized. The 17 beta-carboxylic derivatives were obtained by periodic acid oxidation of their side chains. They were then activated by N-hydroxybenzotriazole (HOBT) and coupled to several primary amines. Using this method eleven 17 beta-carboxamide derivatives have been prepared in good yields.