3β,17β-dihydroxy-7β-(4-methoxyphenyl)-androst-5-ene 3,17-diacetate | 168412-87-1

• 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: 3β,17β-dihydroxy-7β-(4-methoxyphenyl)-androst-5-ene 3,17-diacetate
• 英文别名: [(3S,7R,8R,9S,10R,13S,14S,17S)-17-acetyloxy-7-(4-methoxyphenyl)-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 168412-87-1
• 化学式: C₃₀H₄₀O₅
• 分子量: 480.645
• InChiKey: IMWRDPRQZBFXIQ-HYAUSYAKSA-N

物化性质

• 沸点：
  561.8±50.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  重氮甲烷 、 3β,17β-dihydroxy-7β-(4-hydroxyphenyl)-androst-5-ene 3,17-diacetate 生成 3β,17β-dihydroxy-7β-(4-methoxyphenyl)-androst-5-ene 3,17-diacetate
  参考文献：
  名称：

  An approach towards the development of progesterone antagonists: Synthesis of 7α/7β-aryl androstene derivatives

  摘要：

  Syntheses of 3 beta,17 beta-dihydroxy-7 alpha/7 beta-(4-hydroxyphenyl)-androst-5-ene 3,17-diacetate (4 and 5, R = H) and 3 beta,17 beta-dihydraxy-7 alpha/7 beta-(4-methoxyphenyl)-androst-5-ene 3,17-diacetate (4 and 5, R = Me) have been carried out by Friedel-Crafts reaction on 3 beta,7,17 beta-trihydroxy-androst-5-ene 3,17-diacetate (3, R = H) with phenol and anisole, respectively. Compounds 4 (R = H) and 5 (R = H) have been separated and their stereochemistry assigned on the basis of COSY and NOE experiments.

  DOI：

  10.1016/0039-128x(95)00007-d

文献信息

• An approach towards the development of progesterone antagonists: Synthesis of 7α/7β-aryl androstene derivatives
  作者：Arvind Singh Negi、Indra Dwivedy、Raja Roy、Suprabhat Ray

  DOI：10.1016/0039-128x(95)00007-d

  日期：1995.6

  Syntheses of 3 beta,17 beta-dihydroxy-7 alpha/7 beta-(4-hydroxyphenyl)-androst-5-ene 3,17-diacetate (4 and 5, R = H) and 3 beta,17 beta-dihydraxy-7 alpha/7 beta-(4-methoxyphenyl)-androst-5-ene 3,17-diacetate (4 and 5, R = Me) have been carried out by Friedel-Crafts reaction on 3 beta,7,17 beta-trihydroxy-androst-5-ene 3,17-diacetate (3, R = H) with phenol and anisole, respectively. Compounds 4 (R = H) and 5 (R = H) have been separated and their stereochemistry assigned on the basis of COSY and NOE experiments.