[1-(4-Amino-3-chloro-5-cyanophenyl)-2-bromoethyl] acetate | 213009-00-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [1-(4-Amino-3-chloro-5-cyanophenyl)-2-bromoethyl] acetate
• CAS: 213009-00-8
• 化学式: C₁₁H₁₀BrClN₂O₂
• 分子量: 317.57
• InChiKey: BNARLJJCELAMRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [1-(4-Amino-3-chloro-5-cyanophenyl)-2-bromoethyl] acetate 生成 [(1R)-1-(4-amino-3-chloro-5-cyanophenyl)-2-bromoethyl] acetate
  参考文献：
  名称：

  Resolution of 1-(4-amino-3-chloro-5-cyanophenyl)-2-bromo-1-ethanol by lipase mediated enantioselective alcoholysis, hydrolysis and acylation

  摘要：

  Resolution of 1-(4-amino-3-chloro-5-cyanophenyl)-2-bromo-1-ethanol has been achieved by ethanol enantio-selective lipase-catalysed alcoholysis, hydrolysis and acylation. Although a good enantioselectivity was observed in the three reactions, the best results were obtained by hydrolysis. This alpha-bromohydrin is an intermediate in the synthesis of a new adrenergic agent. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00252-3
• 作为产物：
  描述：

  2-amino-5-(2-bromoacetyl)-3-chlorobenzonitrile 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 24.25h， 生成 [1-(4-Amino-3-chloro-5-cyanophenyl)-2-bromoethyl] acetate
  参考文献：
  名称：

  Resolution of 1-(4-amino-3-chloro-5-cyanophenyl)-2-bromo-1-ethanol by lipase mediated enantioselective alcoholysis, hydrolysis and acylation

  摘要：

  Resolution of 1-(4-amino-3-chloro-5-cyanophenyl)-2-bromo-1-ethanol has been achieved by ethanol enantio-selective lipase-catalysed alcoholysis, hydrolysis and acylation. Although a good enantioselectivity was observed in the three reactions, the best results were obtained by hydrolysis. This alpha-bromohydrin is an intermediate in the synthesis of a new adrenergic agent. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00252-3