3β-hydroxy-7-nor-5α-pregnane-6,20-dione | 286862-28-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3β-hydroxy-7-nor-5α-pregnane-6,20-dione
• 英文别名: (3S,3aS,5aS,5bR,8S,9aS,10aS,10bS)-3-acetyl-8-hydroxy-3a,5b-dimethyl-2,3,4,5,5a,6,7,8,9,9a,10a,10b-dodecahydro-1H-cyclopenta[a]fluoren-10-one
• CAS: 286862-28-0
• 化学式: C₂₀H₃₀O₃
• 分子量: 318.456
• InChiKey: HOVNRFGFZARGNQ-RRNINVNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.38
• 重原子数：
  23.0
• 可旋转键数：
  1.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3β-hydroxy-7-nor-5α-pregnane-6,20-dione 在 potassium hydrogencarbonate 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 0.08h， 生成 3α-hydroxy-7-nor-5β-pregnane-6,20-dione
  参考文献：
  名称：

  Epalons: 6-Substituted Derivatives of 7-Norepiallopregnanolone

  摘要：

  The target compounds (3 alpha-hydroxy-5,6-epoxy-7-nor-5 alpha-pregnan-20-one, 3 alpha-hydroxy-5,6 beta-epoxy-7-nor-5 beta-pregnan-20-one and 3 alpha-hydroxy-7-nor-5 alpha-pregnane-6,20-dione) were prepared from 5,6 beta-dihydroxy-20-oxo-5 alpha-pregnan-3 beta-yl acetate via the corresponding 5,6-seco acid and 3 beta-acetoxy-20-oxo-7-nor-5 beta,6 alpha-pregnane-6,5-carbolactone-actone. Intermediate 3 beta-hydroxy-7-norpregn-5-en-20-one was converted into the corresponding 5 alpha,6 alpha and 5 beta,6 beta epoxides. The latter was isomerized into 3 beta-hydroxy-7-nor-5 alpha-pregnane-6,20-dione. The configuration of the 3 beta-hydroxy group in these compounds was inverted by Mitsunobu reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00263-5
• 作为产物：
  描述：

  3β-hydroxy-5,6β-epoxy-7-nor-5β-pregnan-20-one 在 三氟化硼乙醚 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 以74%的产率得到3β-hydroxy-7-nor-5α-pregnane-6,20-dione
  参考文献：
  名称：

  Epalons: 6-Substituted Derivatives of 7-Norepiallopregnanolone

  摘要：

  The target compounds (3 alpha-hydroxy-5,6-epoxy-7-nor-5 alpha-pregnan-20-one, 3 alpha-hydroxy-5,6 beta-epoxy-7-nor-5 beta-pregnan-20-one and 3 alpha-hydroxy-7-nor-5 alpha-pregnane-6,20-dione) were prepared from 5,6 beta-dihydroxy-20-oxo-5 alpha-pregnan-3 beta-yl acetate via the corresponding 5,6-seco acid and 3 beta-acetoxy-20-oxo-7-nor-5 beta,6 alpha-pregnane-6,5-carbolactone-actone. Intermediate 3 beta-hydroxy-7-norpregn-5-en-20-one was converted into the corresponding 5 alpha,6 alpha and 5 beta,6 beta epoxides. The latter was isomerized into 3 beta-hydroxy-7-nor-5 alpha-pregnane-6,20-dione. The configuration of the 3 beta-hydroxy group in these compounds was inverted by Mitsunobu reactions. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00263-5