17β-acetoxy-4-formyl-3-methoxyestra-1,3,5,7,9-pentaene | 780773-53-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 17β-acetoxy-4-formyl-3-methoxyestra-1,3,5,7,9-pentaene
• 英文别名: 17beta-Acetoxy-4-formyl-3-methoxyestra-1,3,5,7,9-pentaene；[(13S,14S,17S)-4-formyl-3-methoxy-13-methyl-11,12,14,15,16,17-hexahydrocyclopenta[a]phenanthren-17-yl] acetate
• CAS: 780773-53-7
• 化学式: C₂₂H₂₄O₄
• 分子量: 352.43
• InChiKey: XBCKNZZLZXLXGI-BVSLBCMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 17β-acetoxy-4-formyl-3-methoxyestra-1,3,5,7,9-pentaene 在 sodium tetrahydroborate 、 吡啶 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 以44%的产率得到17β-acetoxy-4-acetoxymethyl-3-methoxyestra-1,3,5,7,9-pentaene
  参考文献：
  名称：

  Synthesis and Study of Equilenin Derivatives and Modified Analogs

  摘要：

  Modified equilenin analogs were synthesized with a view to examine the relation between the structure and biological properties of steroid estrogens. The H-1 and C-13 NMR signals of six estra-1,3,5,7,9-pentaenes were completely assigned using homo- and heteronuclear correlation NMR spectroscopy. The structure of equilenin methyl ester was determined by X-ray analysis. Among the synthesized steroids, compounds were found which exhibit hypocholesterinemic activity with no uterotropic and hypertriglyceridemic effects.

  DOI：

  10.1023/b:rujo.0000036071.26335.eb
• 作为产物：
  描述：

  D-17β-acetoxy-3-methoxyestra-1,3,5(10),6,8,14-hexaene 在 三氯化铝 、 镍 作用下， 以 1,4-二氧六环 、 硝基苯 为溶剂， 反应 20.0h， 生成 17β-acetoxy-4-formyl-3-methoxyestra-1,3,5,7,9-pentaene
  参考文献：
  名称：

  Synthesis and Study of Equilenin Derivatives and Modified Analogs

  摘要：

  Modified equilenin analogs were synthesized with a view to examine the relation between the structure and biological properties of steroid estrogens. The H-1 and C-13 NMR signals of six estra-1,3,5,7,9-pentaenes were completely assigned using homo- and heteronuclear correlation NMR spectroscopy. The structure of equilenin methyl ester was determined by X-ray analysis. Among the synthesized steroids, compounds were found which exhibit hypocholesterinemic activity with no uterotropic and hypertriglyceridemic effects.

  DOI：

  10.1023/b:rujo.0000036071.26335.eb