(R)-2-(tert-butyldimethylsilanyloxy)-2-(4-methoxynaphthalen-1-yl)acetonitrile | 1187821-83-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (R)-2-(tert-butyldimethylsilanyloxy)-2-(4-methoxynaphthalen-1-yl)acetonitrile
• 英文别名: (2R)-2-[tert-butyl(dimethyl)silyl]oxy-2-(4-methoxynaphthalen-1-yl)acetonitrile
• CAS: 1187821-83-5
• 化学式: C₁₉H₂₅NO₂Si
• 分子量: 327.499
• InChiKey: AQOWFPJNPRFCOG-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.43
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  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

文献信息

• Prunus armeniaca hydroxynitrile lyase (ParsHNL)-catalyzed asymmetric synthesis of cyanohydrins from sterically demanding aromatic aldehydes
  作者：Rajib Bhunya、Tridib Mahapatra、Samik Nanda

  DOI：10.1016/j.tetasy.2009.05.022

  日期：2009.7

  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.