(3R,7aR)-3-Hydroxy-7a-methyl-1,2,3,6,7,7a-hexahydro-inden-5-one | 172821-61-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3R,7aR)-3-Hydroxy-7a-methyl-1,2,3,6,7,7a-hexahydro-inden-5-one
• 英文别名: (3R,7aR)-3-hydroxy-7a-methyl-2,3,6,7-tetrahydro-1H-inden-5-one
• CAS: 172821-61-3
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: QVXOPCSQKDBPBH-ZJUUUORDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3R,7aR)-3-Hydroxy-7a-methyl-1,2,3,6,7,7a-hexahydro-inden-5-one 在 chromium(VI) oxide 、 硫酸 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 (S)-4a-methyl-4,4a,5,6-tetrahydro-2(3H),7-indendione
  参考文献：
  名称：

  Microbial hydroxylation and functionalization of hydrindenones

  摘要：

  The regio- and stereoselective hydroxylation of enantiomeric 4a-methyl hydrindenones by selected fungal strains has been shown to afford several enantiomerically pure derivatives, hydroxylated in the B-ring. The potential of this method for the preparation of hydroxylated chiral synthons is evaluated and discussed.

  DOI：

  10.1016/0957-4166(95)00372-v
• 作为产物：
  描述：

  (R)-(-)-4a-methyl-4,4a,5,6-tetrahydro-2(3H)-indenone 反应 240.0h， 以47%的产率得到(3R,7aR)-3-Hydroxy-7a-methyl-1,2,3,6,7,7a-hexahydro-inden-5-one
  参考文献：
  名称：

  Microbial hydroxylation and functionalization of hydrindenones

  摘要：

  The regio- and stereoselective hydroxylation of enantiomeric 4a-methyl hydrindenones by selected fungal strains has been shown to afford several enantiomerically pure derivatives, hydroxylated in the B-ring. The potential of this method for the preparation of hydroxylated chiral synthons is evaluated and discussed.

  DOI：

  10.1016/0957-4166(95)00372-v

文献信息

• Microbial hydroxylation and functionalization of hydrindenones
  作者：Virginie Goubaud、Abderrahmane Hammoumi、Jean-Pierre Girault、Gilbert Revial、Jean d'Angelo、Robert Azerad

  DOI：10.1016/0957-4166(95)00372-v

  日期：1995.11

  The regio- and stereoselective hydroxylation of enantiomeric 4a-methyl hydrindenones by selected fungal strains has been shown to afford several enantiomerically pure derivatives, hydroxylated in the B-ring. The potential of this method for the preparation of hydroxylated chiral synthons is evaluated and discussed.