3-methoxy-17-oxospiro | 157302-35-7

• 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: 3-methoxy-17-oxospiro
• 英文别名: 3-methoxy-17-oxospiro[estra-1,3,5(10)-triene-16,1'-cyclobutane]
• CAS: 157302-35-7
• 化学式: C₂₂H₂₈O₂
• 分子量: 324.463
• InChiKey: WLLULHGLZFDYEK-BNDYYXHWSA-N

物化性质

• 沸点：
  475.1±45.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  24.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-methoxy-17-oxospiro 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 26.0h， 生成
  参考文献：
  名称：

  Synthesis of new 16-spirosteroids

  摘要：

  Reaction of estrone methyl ether 1 with sodium hydride and 1,3-dibromopropane, 1,4-dibromobutane, and 1,5-dibromopentane, respectively, gives the 16-spirosteroid derivatives 2-4, which were reduced to the 17 beta-alcohols 7-9. Acetylation afforded the acetates 10-12. In the reaction of 1 and 1,3-dibromopropane a bis-allyl compound 5 and an annulated dihydropyran 6 were also formed. Cleavage of the ether moiety in 2 and 3 was accomplished with diisobutylaluminum hydride to give 3,17 beta-diols 13 and 14, respectively.

  DOI：

  10.1016/0039-128x(94)90118-x
• 作为产物：
  描述：

  3-甲氧基雌酮 、 1,3-二溴丙烷 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以18%的产率得到3-methoxy-17-oxospiro
  参考文献：
  名称：

  Synthesis of new 16-spirosteroids

  摘要：

  Reaction of estrone methyl ether 1 with sodium hydride and 1,3-dibromopropane, 1,4-dibromobutane, and 1,5-dibromopentane, respectively, gives the 16-spirosteroid derivatives 2-4, which were reduced to the 17 beta-alcohols 7-9. Acetylation afforded the acetates 10-12. In the reaction of 1 and 1,3-dibromopropane a bis-allyl compound 5 and an annulated dihydropyran 6 were also formed. Cleavage of the ether moiety in 2 and 3 was accomplished with diisobutylaluminum hydride to give 3,17 beta-diols 13 and 14, respectively.

  DOI：

  10.1016/0039-128x(94)90118-x