(2R)-2-hydroxy-2-(3-piperazin-1-ylphenyl)acetonitrile | 1187821-78-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (2R)-2-hydroxy-2-(3-piperazin-1-ylphenyl)acetonitrile
• CAS: 1187821-78-8
• 化学式: C₁₂H₁₅N₃O
• 分子量: 217.271
• InChiKey: WONLSRVXDJBGRC-LBPRGKRZSA-N

物化性质

• 沸点：
  455.9±45.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.65
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  59.29
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (2R)-2-hydroxy-2-(3-piperazin-1-ylphenyl)acetonitrile 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 二氯甲烷 为溶剂， 生成 (R)-2-((tert-butyldimethylsilyl)oxy)-2-(3-(4-(tert-butyldimethylsilyl)piperazin-1-yl)phenyl)acetonitrile
  参考文献：
  名称：

  Prunus armeniaca hydroxynitrile lyase (ParsHNL)-catalyzed asymmetric synthesis of cyanohydrins from sterically demanding aromatic aldehydes

  摘要：

  Herein we report the biocatalytic asymmetric synthesis of cyanohydrins by using a new (R)-HNL from Prunus armeniaca. Several sterically demanding aromatic aldehydes which have never been used as substrates for any known HNLs are employed for the new (R)-HNL from A armeniaca, The cyanohydrins synthesized are obtained in good chemical yield with excellent enantioselectivities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.022
• 作为产物：
  描述：

  氢氰酸 、 1-(3-甲酰苯基)哌嗪 在 Prunus armeniaca hydroxynitrile lyase 作用下， 以 异丙醚 为溶剂， 反应 9.0h， 以72%的产率得到(2R)-2-hydroxy-2-(3-piperazin-1-ylphenyl)acetonitrile
  参考文献：
  名称：

  Prunus armeniaca hydroxynitrile lyase (ParsHNL)-catalyzed asymmetric synthesis of cyanohydrins from sterically demanding aromatic aldehydes

  摘要：

  Herein we report the biocatalytic asymmetric synthesis of cyanohydrins by using a new (R)-HNL from Prunus armeniaca. Several sterically demanding aromatic aldehydes which have never been used as substrates for any known HNLs are employed for the new (R)-HNL from A armeniaca, The cyanohydrins synthesized are obtained in good chemical yield with excellent enantioselectivities. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.022