(1R,3S,3aS,6R,7aS)-3-hydroxy-3a-methyl-4-oxo-6-propan-2-yl-2,3,5,6,7,7a-hexahydro-1H-indene-1-carbonitrile | 864686-34-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,3S,3aS,6R,7aS)-3-hydroxy-3a-methyl-4-oxo-6-propan-2-yl-2,3,5,6,7,7a-hexahydro-1H-indene-1-carbonitrile
• CAS: 864686-34-0
• 化学式: C₁₄H₂₁NO₂
• 分子量: 235.326
• InChiKey: QKQHZFYMQKVSSW-VSEIDBEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  61.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 (1R,3S,3aS,6R,7aS)-3-hydroxy-3a-methyl-4-oxo-6-propan-2-yl-2,3,5,6,7,7a-hexahydro-1H-indene-1-carbonitrile
  参考文献：
  名称：

  EP1724255

  摘要：

  公开号：

文献信息

• Process for Production of Cyclopentenenitrile Derivatives
  申请人：Miyashita Masaaki

  公开号：US20070219389A1

  公开（公告）日：2007-09-20

  [Problems] To provide a process for the synthesis of cyclopentenenitrile derivatives through conjugate addition of a nitrile derivative to an α,β-unsaturated ketone whereby cyclopentenenitrile derivatives, particularly those capable of optical resolution, can be obtained in high yield without expensive reagents or compounds in a decreased number of steps. [Means for Solving Problems] A novel process for the production of cyclopentenenitrile derivatives in high yield, which comprises trapping a compound obtained by conjugate addition of a 4-alkoxy-3-butenenitrile which may have alkyl or allyl at the α-position (e.g., 4-methoxy-3-butenenitrile) to an α,β-unsaturated ketone as an enol ester with acetic anhydride, chlorocarbonic ester, or the like and treating the enol ester with a strong acid or the like to form a five-membered ring.