(R)-2-hydroxy-2-(4-methoxynaphthalen-1-yl)acetonitrile | 1187821-74-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-2-hydroxy-2-(4-methoxynaphthalen-1-yl)acetonitrile
• CAS: 1187821-74-4
• 化学式: C₁₃H₁₁NO₂
• 分子量: 213.236
• InChiKey: LQMXKULZFPZDGW-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 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：
  0.15
• 拓扑面积：
  53.25
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (R)-2-hydroxy-2-(4-methoxynaphthalen-1-yl)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-butyldimethylsilanyloxy)-2-(4-methoxynaphthalen-1-yl)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 、 4-甲氧基-1-萘甲醛 在 Prunus armeniaca hydroxynitrile lyase 作用下， 以 异丙醚 为溶剂， 反应 8.0h， 以68%的产率得到(R)-2-hydroxy-2-(4-methoxynaphthalen-1-yl)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