(S)-2-hydroxy-7-trityloxyheptanenitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (S)-2-hydroxy-7-trityloxyheptanenitrile
• 英文别名: (2S)-2-hydroxy-7-trityloxyheptanenitrile
• 化学式: C₂₆H₂₇NO₂
• 分子量: 385.506
• InChiKey: DTRKZLCZCPUZBG-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙酸乙烯酯 、 (+/-)-2-hydroxy-7-trityloxyheptanenitrile 在 carrier-fixed Candida antarctica lipase A 作用下， 以 甲苯 为溶剂， 反应 4.0h， 生成 (S)-2-hydroxy-7-trityloxyheptanenitrile 、 (R)-2-hydroxy-7-trityloxyheptanenitrile 、 (R)-2-acetoxy-7-trityloxyheptanenitrile 、 (S)-2-acetoxy-7-trityloxyheptanenitrile
  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.