[3-(1-Aminoethyl)phenyl]boronic acid | 1260955-09-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [3-(1-Aminoethyl)phenyl]boronic acid
• CAS: 1260955-09-6
• 化学式: C₈H₁₂BNO₂
• 分子量: 165.0
• InChiKey: DHOZTVUYIMUKBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.61
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  频哪醇 、 [3-(1-Aminoethyl)phenyl]boronic acid 以 四氢呋喃 为溶剂， 以801 mg的产率得到(RS)-1-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethanamine
  参考文献：
  名称：

  Chemoenzymatic synthesis of boron-containing chiral amines and amides

  摘要：

  The first application of lipases as catalysts to obtain optically active boron-containing amines and amides is described. We studied several reaction conditions to achieve the kinetic resolution of boron-containing amines via enantioselective acylation mediated by Candida antarctica lipase B (CAL-B). Excellent enantioselectivity (E>200) and high enantiomeric excess (up to >99%) of both the remaining amines and amides were obtained. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.09.011
• 作为产物：
  描述：

  3-乙酰基苯硼酸 在 titanium(IV) isopropylate 、 氨 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 9.0h， 生成 [3-(1-Aminoethyl)phenyl]boronic acid
  参考文献：
  名称：

  Chemoenzymatic synthesis of boron-containing chiral amines and amides

  摘要：

  The first application of lipases as catalysts to obtain optically active boron-containing amines and amides is described. We studied several reaction conditions to achieve the kinetic resolution of boron-containing amines via enantioselective acylation mediated by Candida antarctica lipase B (CAL-B). Excellent enantioselectivity (E>200) and high enantiomeric excess (up to >99%) of both the remaining amines and amides were obtained. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.09.011