(S)-(+)-1-cyano-1-[2-(3-thienyl)]methyl acetate | 180036-44-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (S)-(+)-1-cyano-1-[2-(3-thienyl)]methyl acetate
• 英文别名: [(S)-cyano(thiophen-3-yl)methyl] acetate
• CAS: 180036-44-6
• 化学式: C₈H₇NO₂S
• 分子量: 181.215
• InChiKey: WIFXTTBXEQCVJN-MRVPVSSYSA-N

物化性质

• 沸点：
  293.3±25.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  乙酸酐 、 3-噻吩基氰醇 在 吡啶 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 生成 (S)-(+)-1-cyano-1-[2-(3-thienyl)]methyl acetate 、 (R)-(-)-1-cyano-1-[2-(3-thienyl)]methyl acetate
  参考文献：
  名称：

  A simple separation method for (S)-hydroxynitrile lyase from cassava and its application in asymmetric cyanohydrination

  摘要：

  Using an acetone precipitation method, crude (S)-hydroxynitrile lyase [(S)-MeHNL] was separated from Munihot esculenta (cassava) leaves, and used directly as biocatalyst to catalyze asymmetric cyanohydrination and produce cyanohydrins with enantiomeric purities (>= 90% ee) significantly greater than those previously reported. The use of a water/i-Pr2O system with an enzyme, NaCN, and appropriate amounts of acetic acid is crucial in improving the stereoselectivity of cyanohydrin formation by minimizing the non-enzymatic reaction and the racemization of the chiral products. The proposed isolation method for crude (S)-MeHNL has a high value because of its simplicity, and low cost as well as the high activity of the crude (S)-MeHNL. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.03.015