4-[5-(4-chlorophenyl)-2H-tetrazol-2-yl]butan-2-ol | 1369528-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-[5-(4-chlorophenyl)-2H-tetrazol-2-yl]butan-2-ol
• 英文别名: 4-(5-(4-chlorophenyl)tetrazol-2-yl)butan-2-ol；4-[5-(4-Chlorophenyl)tetrazol-2-yl]butan-2-ol
• CAS: 1369528-90-4
• 化学式: C₁₁H₁₃ClN₄O
• 分子量: 252.703
• InChiKey: ORBPEEWDUKLAIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  63.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[5-(4-chlorophenyl)-2H-tetrazol-2-yl]butan-2-ol 在 Pseudomonas fluorescens Amano AK lipase 、 水 、 sodium hydroxide 作用下， 以 甲醇 、 甲基叔丁基醚 为溶剂， 反应 51.0h， 生成 (-)-(R)-4-[5-(4-chlorophenyl)-2H-tetrazol-2-yl]butan-2-ol
  参考文献：
  名称：

  Lipase-catalyzed enantioseparation of alcohols containing a tetrazole ring

  摘要：

  A simple chemoenzymatic method for the preparation of optically active (5-aryltetrazolyl-2)-4-butan-2-ol, (5-aryltetrazolyl-2)-propan-2-ol, and their acetates has been developed. The starting compounds (5-aryltetrazolyl-2)-4-butan-2-one and (5-aryltetrazolyl-2)-propan-2-one were obtained by a Michael-type addition of 5-aryl substituted tetrazoles to methyl vinyl ketone, and alkylation of 5-aryl substituted tetrazoles with chloroacetone, respectively. Their reduction with sodium borohydride afforded racemic mixtures of (5-aryltetrazolyl-2)-4-butan-2-oles and (5-aryltetrazolyl-2)-propan-2-oles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.01.015
• 作为产物：
  描述：

  5-(4-氯苯基)-1H-四唑 在 sodium tetrahydroborate 、 三乙胺 作用下， 以 甲醇 、 异丙醇 为溶剂， 反应 8.5h， 生成 4-[5-(4-chlorophenyl)-2H-tetrazol-2-yl]butan-2-ol
  参考文献：
  名称：

  Lipase-catalyzed enantioseparation of alcohols containing a tetrazole ring

  摘要：

  A simple chemoenzymatic method for the preparation of optically active (5-aryltetrazolyl-2)-4-butan-2-ol, (5-aryltetrazolyl-2)-propan-2-ol, and their acetates has been developed. The starting compounds (5-aryltetrazolyl-2)-4-butan-2-one and (5-aryltetrazolyl-2)-propan-2-one were obtained by a Michael-type addition of 5-aryl substituted tetrazoles to methyl vinyl ketone, and alkylation of 5-aryl substituted tetrazoles with chloroacetone, respectively. Their reduction with sodium borohydride afforded racemic mixtures of (5-aryltetrazolyl-2)-4-butan-2-oles and (5-aryltetrazolyl-2)-propan-2-oles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2012.01.015