4-(5-(4-chlorophenyl)tetrazol-2-yl)butan-2-one | 124313-49-1

• 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)tetrazol-2-yl)butan-2-one
• 英文别名: 4-[5-(4-Chlorophenyl)tetrazol-2-yl]butan-2-one
• CAS: 124313-49-1
• 化学式: C₁₁H₁₁ClN₄O
• 分子量: 250.688
• InChiKey: HVJKZZQDQSKPFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  60.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(5-(4-chlorophenyl)tetrazol-2-yl)butan-2-one 在 sodium tetrahydroborate 、 Pseudomonas fluorescens Amano AK lipase 作用下， 以 甲醇 、 甲基叔丁基醚 为溶剂， 反应 29.5h， 生成 (2R)-4-(5-(4-chlorophenyl)tetrazol-2-yl)butan-2-yl acetate
  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 、 丁烯酮 在 三乙胺 作用下， 以 异丙醇 为溶剂， 反应 6.0h， 以94%的产率得到4-(5-(4-chlorophenyl)tetrazol-2-yl)butan-2-one
  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

文献信息

• Dziklinska, H.; Dzierzgowski, S.; Jezewski, A., Bulletin des Societes Chimiques Belges, 1989, vol. 98, # 4, p. 277 - 284
  作者：Dziklinska, H.、Dzierzgowski, S.、Jezewski, A.、Plenkiewicz, J.

  DOI：——

  日期：——
• Poplavskii, V. S.; Titova, I. E.; Ostrovskii, V. A., Journal of Organic Chemistry USSR (English Translation), 1989, vol. 25, # 10.2, p. 1971 - 1974
  作者：Poplavskii, V. S.、Titova, I. E.、Ostrovskii, V. A.、Koldobskii, G. I.

  DOI：——

  日期：——
• DZIKLINSKA, H.;DZIERZGOWSKI, S.;JEZEWSKI, A.;PIENKIEWICZ, J., BULL. SOC. CHIM. BELG., 98,(1989) N, C. 277-283
  作者：DZIKLINSKA, H.、DZIERZGOWSKI, S.、JEZEWSKI, A.、PIENKIEWICZ, J.

  DOI：——

  日期：——