(I+/-S)-I+/--Hydroxy-2-naphthalenepropanenitrile | 256229-17-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (I+/-S)-I+/--Hydroxy-2-naphthalenepropanenitrile
• 英文别名: (2S)-2-hydroxy-3-naphthalen-2-ylpropanenitrile
• CAS: 256229-17-1
• 化学式: C₁₃H₁₁NO
• 分子量: 197.236
• InChiKey: KRRNBYIGRHVBGH-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  氢氰酸 、 2-萘乙醛 在 (S)-oxynitrilase from Hevea brasiliensis 作用下， 以 异丙醚 为溶剂， 生成 (I+/-S)-I+/--Hydroxy-2-naphthalenepropanenitrile 、 (2R)-2-hydroxy-3-naphthalen-2-ylpropanenitrile
  参考文献：
  名称：

  Selectivity of the (S)-oxynitrilase from Hevea brasiliensis towards α- and β-substituted aldehydes

  摘要：

  The performance of (S)-oxynitrilase from Hevea brasiliensis (HbHNL) has been investigated with several alpha- and beta-substituted alkyl or alkoxy aldehydes and the results have been compared to the data previously obtained with the (R)-specific enzyme from almonds (PaHNL). With both enzymes there was no chiral discrimination between the enantiomers of the racemic substrates, therefore this reaction cannot be used as a preparative method to achieve both the kinetic resolution of the starting racemic aldehyde and the production of diastereomerically pure (or enriched) cyanohydrins. Additionally, in comparison with the (R)-PaHNL the (S)-selective enzyme from Hevea gave products with higher de, but was more negatively effected by oxygenated substituents. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00187-4