1-cyano-1-[2-(5-bromothienyl)]methyl acetate | 1103838-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 1-cyano-1-[2-(5-bromothienyl)]methyl acetate
• 英文别名: [(5-Bromothiophen-2-yl)-cyanomethyl] acetate
• CAS: 1103838-61-4
• 化学式: C₈H₆BrNO₂S
• 分子量: 260.111
• InChiKey: BDPZFGDAGHIDPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 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：

  5-溴噻吩-2-甲醛 在 四丁基溴化铵 、 sodium hydrogensulfite 作用下， 以 环己烷 、 水 为溶剂， 反应 1.5h， 生成 1-cyano-1-[2-(5-bromothienyl)]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

文献信息

• IMPROVED THREE-COMPONENT LEWIS ACID-FREE APPROACH FOR THE SYNTHESIS OF PROTECTED RACEMIC CYANOHYDRINS
  作者：G. Kumaraswamy、K. Ankamma

  DOI：10.1080/00304940809458105

  日期：2008.10