(2aS,4S,6aS,6bS,8aS,13aS,13bR)-10-hydroxy-12-(4-methoxyphenyl)-6a,8a-dimethyl-2,2a,3,4,5,6,6a,6b,7,8,8a,13,13a,13b-tetradecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d]pyrimidin-4-yl acetate | 1251862-58-4

• 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: (2aS,4S,6aS,6bS,8aS,13aS,13bR)-10-hydroxy-12-(4-methoxyphenyl)-6a,8a-dimethyl-2,2a,3,4,5,6,6a,6b,7,8,8a,13,13a,13b-tetradecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d]pyrimidin-4-yl acetate
• 英文别名: [(1R,2S,10S,13S,14S,17S,19S)-5-(4-methoxyphenyl)-10,14-dimethyl-7-oxo-6,8-diazapentacyclo[11.8.0.02,10.04,9.014,19]henicosa-4(9),5-dien-17-yl] acetate
• CAS: 1251862-58-4
• 化学式: C₃₀H₃₈N₂O₄
• 分子量: 490.643
• InChiKey: HBEFZQOJCYLMJG-GTGPCVSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  77
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  醋酸去氢表雄酮 、 4-甲氧基苯甲醛 、 尿素 在 三甲基氯硅烷 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 12.0h， 以88%的产率得到(2aS,4S,6aS,6bS,8aS,13aS,13bR)-10-hydroxy-12-(4-methoxyphenyl)-6a,8a-dimethyl-2,2a,3,4,5,6,6a,6b,7,8,8a,13,13a,13b-tetradecahydro-1H-naphtho[2',1':4,5]indeno[1,2-d]pyrimidin-4-yl acetate
  参考文献：
  名称：

  Chlorotrimethylsilane-promoted one-pot synthesis of steroidal[17,16-d]pyrimidines

  摘要：

  A novel and practical procedure was developed for the preparation of steroidal[17,16-d]pyrimidines by chlorotrimethylsilane (TMSCl)-promoted one-pot multicomponent Biginelli-like condensations of steroid-17-ones, urea and aromatic aldehydes. First, treatment of the steroid-17-ones with urea and aromatic aldehydes in dimethylformamide (DMF)/acetonitrile (ACN) gives the corresponding Biginelli products, following the aromatising reaction of the Biginelli products at the same time under air to yield the desired steroidal( 17,16-d]pyrimidines (78-88%). Since steroidal[17,16-d)pyrimidines with hydroxyl group can be subsequently converted into steroidal[17,16-d]pyrimidine derivatives, this general method provides a highly efficient route to these biologically important compounds. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.06.007