(E)-2-Cyano-3-((5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-but-2-enoic acid ethyl ester | 70182-63-7

• 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)-2-Cyano-3-((5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-but-2-enoic acid ethyl ester
• CAS: 70182-63-7
• 化学式: C₂₆H₃₉NO₂
• 分子量: 397.601
• InChiKey: UPASMISAXGYICQ-LAGOYIRQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.44
• 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：
  0.85
• 拓扑面积：
  50.09
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-2-Cyano-3-((5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-but-2-enoic acid ethyl ester 在 氢氧化钾 、 sodium tetrahydroborate 、 乙二醇 作用下， 以 四氢呋喃 为溶剂， 生成 24-nor-5α-cholanoic acid-(23)
  参考文献：
  名称：

  Synthesis and reduction of steroid C-20 alkylidene cyanoacetates

  摘要：

  The geometry of the condensation products between ethyl cyanoacetate and 20-ketosteroids (5 alpha-pregnane-20-one, 3 beta-hydroxypregn-5-en-20-one and 3 beta-acetoxypregn-5-en-20-one) was established by NMR spectra. Reduction of these steroid C-20 alkylidene cyanoacetates was shown to afford one of the two possible 20-C epimers, which seen to correspond to the 20 beta-methyl configuration.

  DOI：

  10.1016/s0039-128x(79)80003-3
• 作为产物：
  描述：

  D-谷氨酸,4-氨基-,二盐酸,(4S)-rel-(9CI) 、 氰乙酸乙酯 在 ammonium acetate 、 溶剂黄146 作用下， 以 苯 为溶剂， 生成 (Z)-2-Cyano-3-((5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-but-2-enoic acid ethyl ester 、 (E)-2-Cyano-3-((5R,8R,9S,10S,13S,14S,17S)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-but-2-enoic acid ethyl ester
  参考文献：
  名称：

  Synthesis and reduction of steroid C-20 alkylidene cyanoacetates

  摘要：

  The geometry of the condensation products between ethyl cyanoacetate and 20-ketosteroids (5 alpha-pregnane-20-one, 3 beta-hydroxypregn-5-en-20-one and 3 beta-acetoxypregn-5-en-20-one) was established by NMR spectra. Reduction of these steroid C-20 alkylidene cyanoacetates was shown to afford one of the two possible 20-C epimers, which seen to correspond to the 20 beta-methyl configuration.

  DOI：

  10.1016/s0039-128x(79)80003-3