(E)-17-<(Diethylphosphono)formamidomethylene>-3-methoxy-19-norandrosta-1,3,5(10)-triene | 139563-87-4

• 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: (E)-17-<(Diethylphosphono)formamidomethylene>-3-methoxy-19-norandrosta-1,3,5(10)-triene
• 英文别名: (E)-17-[(Diethylphosphono)formamidomethylene]-3-methoxy-19-norandrosta-1,3,5(10)-triene
• CAS: 139563-87-4
• 化学式: C₂₅H₃₆NO₅P
• 分子量: 461.538
• InChiKey: WVFWGZHNDAZCST-RNVSGROUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.78
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  73.86
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (E)-17-<(Diethylphosphono)formamidomethylene>-3-methoxy-19-norandrosta-1,3,5(10)-triene 在 高氯酸 、 potassium tert-butylate 、 二异丙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 3-methoxy-19-norpregna-1,3,5(10),16-tetraen-20-one
  参考文献：
  名称：

  Chemistry of N,P-acetals: application to the synthesis of 20-ketosteroids

  摘要：

  A series of new derivatives of alpha-(isocyanomethyl)phosphonates (6a,b,c and 9) is described, which are formed by methylation of (E)-17-[(diethylphosphono)isocyanomethylene] steroids 5a,b,c and 17-beta-[(diethylphosphono)isocyanomethyl] steroid 8. It proved possible to hydrolyze these compounds under relatively mild conditions to 20-ketosteroids 7a,b,c and 10, showing for the first time that geminal N- and P-substituted carbon compounds do react as N,P-acetals.

  DOI：

  10.1021/jo00034a012
• 作为产物：
  描述：

  异腈甲基磷酸二乙酯 、 3-甲氧基雌酮 在 potassium tert-butylate 作用下， 生成 (E)-17-<(Diethylphosphono)formamidomethylene>-3-methoxy-19-norandrosta-1,3,5(10)-triene
  参考文献：
  名称：

  Chemistry of N,P-acetals: application to the synthesis of 20-ketosteroids

  摘要：

  A series of new derivatives of alpha-(isocyanomethyl)phosphonates (6a,b,c and 9) is described, which are formed by methylation of (E)-17-[(diethylphosphono)isocyanomethylene] steroids 5a,b,c and 17-beta-[(diethylphosphono)isocyanomethyl] steroid 8. It proved possible to hydrolyze these compounds under relatively mild conditions to 20-ketosteroids 7a,b,c and 10, showing for the first time that geminal N- and P-substituted carbon compounds do react as N,P-acetals.

  DOI：

  10.1021/jo00034a012