(-)-(4S,5S)-5-chloro-4-nonanol | 208656-70-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (-)-(4S,5S)-5-chloro-4-nonanol
• CAS: 208656-70-6
• 化学式: C₉H₁₉ClO
• 分子量: 178.702
• InChiKey: YTRISWQEKRMQFL-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.95
• 重原子数：
  11.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (-)-(4S,5S)-5-chloro-4-nonanol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以50%的产率得到cis (4S,5R)-4,5-epoxynonane
  参考文献：
  名称：

  Chemoenzymatic synthesis of α-halogeno-3-octanol and 4-or 5-nonanols. Application to the preparation of chiral epoxides

  摘要：

  A study of the microbiological reduction of different alpha-halogenoketones (4-chloro-3-octanone, 4-chloro-5-nonanone, 5-bromo-4-nonanone and 5-chloro-4-nonanone) with several strains of microorganism showed great difficulty in reducing ketone functions located in the middle of carbon chains. However, by choosing the appropriate microorganism, several enantiomerically pure diastereoisomers of the corresponding halohydrins have been obtained and were transformed into chiral epoxides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00470-4
• 作为产物：
  描述：

  1-重氮-2-戊酮 在 N-氯代丁二酰亚胺 、 baker's yeast 、 水 作用下， 反应 25.25h， 生成 (-)-(4S,5S)-5-chloro-4-nonanol
  参考文献：
  名称：

  Chemoenzymatic synthesis of α-halogeno-3-octanol and 4-or 5-nonanols. Application to the preparation of chiral epoxides

  摘要：

  A study of the microbiological reduction of different alpha-halogenoketones (4-chloro-3-octanone, 4-chloro-5-nonanone, 5-bromo-4-nonanone and 5-chloro-4-nonanone) with several strains of microorganism showed great difficulty in reducing ketone functions located in the middle of carbon chains. However, by choosing the appropriate microorganism, several enantiomerically pure diastereoisomers of the corresponding halohydrins have been obtained and were transformed into chiral epoxides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00470-4