(S)-2,5-diacetoxypentanenitrile | 804556-49-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-2,5-diacetoxypentanenitrile
• 英文别名: (1S)-1-Cyanobutane-1,4-diyl diacetate；[(4S)-4-acetyloxy-4-cyanobutyl] acetate
• CAS: 804556-49-8
• 化学式: C₉H₁₃NO₄
• 分子量: 199.207
• InChiKey: BIOSKAKRUYHNII-VIFPVBQESA-N

物化性质

• 沸点：
  327.5±32.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  76.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 (+/-)-5-acetoxy-2-hydroxypentanenitrile 在 carrier-fixed Candida antarctica lipase B 作用下， 以 甲苯 为溶剂， 反应 20.0h， 生成 (S)-5-acetoxy-2-hydroxypentanenitrile 、 (R)-5-acetoxy-2-hydroxypentanenitrile 、 (R)-2,5-diacetoxypentanenitrile 、 (S)-2,5-diacetoxypentanenitrile
  参考文献：
  名称：

  Enzymatic acylation reactions on ω-hydroxycyanohydrins

  摘要：

  The enzymatic acylation of certain omega-hydroxycyanohydrins protected a, the primary alcohol has been studied. The best enantioselectivities are obtained with Pseudomonas cepacia lipase (PSL-C) and Candida antarctica lipase A (CAL-A), for the omega-O-tritylated cyanohydrins. The effect of the protecting group in the enzymatic reactions has been studied using molecular modeling. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.134

文献信息

• Enzymatic acylation reactions on ω-hydroxycyanohydrins
  作者：Gonzalo de Gonzalo、Iván Lavandera、Rosario Brieva、Vicente Gotor

  DOI：10.1016/j.tet.2004.06.134

  日期：2004.11

  The enzymatic acylation of certain omega-hydroxycyanohydrins protected a, the primary alcohol has been studied. The best enantioselectivities are obtained with Pseudomonas cepacia lipase (PSL-C) and Candida antarctica lipase A (CAL-A), for the omega-O-tritylated cyanohydrins. The effect of the protecting group in the enzymatic reactions has been studied using molecular modeling. (C) 2004 Elsevier Ltd. All rights reserved.