N-(2-Amino-ethyl)-4-((1S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl)-butyramide | 161889-57-2

• 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: N-(2-Amino-ethyl)-4-((1S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl)-butyramide
• CAS: 161889-57-2
• 化学式: C₂₅H₄₀N₂O₃
• 分子量: 416.604
• InChiKey: XHUSIKWJIFQKLF-QAUPEVEXSA-N

物化性质

• 沸点：
  630.9±55.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.35
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  92.42
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(2-Amino-ethyl)-4-((1S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl)-butyramide 、 5-羧基荧光素琥珀酰亚胺酯 在 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以26%的产率得到1α-{3'-N-[2-(5-carboxamidofluorescein)ethyl]carboxamidopropyl}-4-androsten-17β-ol-3-one
  参考文献：
  名称：

  A stereoselective synthesis of 1α-(3′-Carboxypropyl)-4-androsten-17β-ol-3-one: Preparation of immunoreagents for quantification of testosterone by fluorescence polarization immunoassay

  摘要：

  1 alpha-(3'-Carboxypropyl)-4-androsten-17 beta-ol-3-one (2), a novel hapten, was prepared from boldenone (3) via addition of 4-pentenyl magnesium bromide in the presence of CuBr, as a key step in >95% epimeric excess and 13.8% overall yield Two immunogens (7,8) and three fluorescent tracers (11,18,19) were prepared from acid (2) for the development of an immunoassay for testosterone (1). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00815-6
• 作为产物：
  描述：

  1-α-(3'-carboxypropyl)4-Androsten-17β-ol-3-one t-butyldimethylsilyl ether 在 1-ethyl-3-(3-dimethylpropyl)carbodiimide 、 氢氟酸 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 21.5h， 生成 N-(2-Amino-ethyl)-4-((1S,8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-1-yl)-butyramide
  参考文献：
  名称：

  A stereoselective synthesis of 1α-(3′-Carboxypropyl)-4-androsten-17β-ol-3-one: Preparation of immunoreagents for quantification of testosterone by fluorescence polarization immunoassay

  摘要：

  1 alpha-(3'-Carboxypropyl)-4-androsten-17 beta-ol-3-one (2), a novel hapten, was prepared from boldenone (3) via addition of 4-pentenyl magnesium bromide in the presence of CuBr, as a key step in >95% epimeric excess and 13.8% overall yield Two immunogens (7,8) and three fluorescent tracers (11,18,19) were prepared from acid (2) for the development of an immunoassay for testosterone (1). (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00815-6