(2R)-2-(3-cyclohexenyl)-2-hydroxyacetonitrile

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (2R)-2-(3-cyclohexenyl)-2-hydroxyacetonitrile
• 英文别名: (2R)-2-[(1R)-cyclohex-3-en-1-yl]-2-hydroxyacetonitrile
• 化学式: C₈H₁₁NO
• 分子量: 137.181
• InChiKey: LQJWFZZZEHGMBZ-YUMQZZPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.23
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  44.02
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  丙酮氰醇 、 3-环己烯甲醛 在 Prunus mume (R)-hydroxynitrile lyase 、 Na-citrate buffer 作用下， 以 异丙醚 为溶剂， 反应 16.0h， 生成 (2S)-2-(3-cyclohexenyl)-2-hydroxyacetonitrile 、 (2R)-2-(3-cyclohexenyl)-2-hydroxyacetonitrile 、 (2S)-2-(3-cyclohexenyl)-2-hydroxyacetonitrile 、 (2R)-2-(3-cyclohexenyl)-2-hydroxyacetonitrile
  参考文献：
  名称：

  PmHNL catalyzed synthesis of (R)-cyanohydrins derived from aliphatic aldehydes

  摘要：

  Hydroxynitrile lyase from the Japanese apricot (Prunus mume) catalyzes the formation of several aliphatic cyanohydrins in an asymmetric fashion. By employing a biphasic reaction system, aliphatic aldehydes with various structural features can be converted to the corresponding (R)-cyanohydrins with good overall yield and enantiomeric excess. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2006.02.003

文献信息

• PmHNL catalyzed synthesis of (R)-cyanohydrins derived from aliphatic aldehydes
  作者：Samik Nanda、Yasuo Kato、Yasuhisa Asano

  DOI：10.1016/j.tetasy.2006.02.003

  日期：2006.3

  Hydroxynitrile lyase from the Japanese apricot (Prunus mume) catalyzes the formation of several aliphatic cyanohydrins in an asymmetric fashion. By employing a biphasic reaction system, aliphatic aldehydes with various structural features can be converted to the corresponding (R)-cyanohydrins with good overall yield and enantiomeric excess. (c) 2006 Elsevier Ltd. All rights reserved.