[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] (E)-11-nitroundec-10-enoate | 1440549-05-2

• 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: [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] (E)-11-nitroundec-10-enoate
• CAS: 1440549-05-2
• 化学式: C₃₀H₄₅NO₅
• 分子量: 499.691
• InChiKey: JOQIXOKITIMBIE-CMDMSWGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  睾酮 10-十一碳烯酸酯 在 Iron(III) nitrate nonahydrate 、 2,2,6,6-tetramethyl-piperidine-N-oxyl 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以65%的产率得到[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] (E)-11-nitroundec-10-enoate
  参考文献：
  名称：

  A Predictably Selective Nitration of Olefin with Fe(NO₃)₃ and TEMPO

  摘要：

  Ferric nitrate with catalytic TEMPO has been identified as a useful reagent for regio- and stereoselective nitration of a wide variety of aromatic, aliphatic, and heteroaromatic olefins. This reaction provided nitroolefins in preparatively useful yields with excellent E-selectivity. Due to its mild nature and operational simplicity, the present protocol is expected to find application in synthetic setup.

  DOI：

  10.1021/jo400598p

文献信息

• A Predictably Selective Nitration of Olefin with Fe(NO₃)₃ and TEMPO
  作者：Togati Naveen、Soham Maity、Upendra Sharma、Debabrata Maiti

  DOI：10.1021/jo400598p

  日期：2013.6.21

  Ferric nitrate with catalytic TEMPO has been identified as a useful reagent for regio- and stereoselective nitration of a wide variety of aromatic, aliphatic, and heteroaromatic olefins. This reaction provided nitroolefins in preparatively useful yields with excellent E-selectivity. Due to its mild nature and operational simplicity, the present protocol is expected to find application in synthetic setup.