(S)-3-氨基-3-(吡啶-4-基)丙酸 | 444806-04-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (S)-3-氨基-3-(吡啶-4-基)丙酸
• 英文名称: (S)-3-amino-3-(4-pyridyl)propanoic acid
• 英文别名: (S)-3-Amino-3-(pyridin-4-YL)propanoic acid；(3S)-3-amino-3-pyridin-4-ylpropanoic acid
• CAS: 444806-04-6
• 化学式: C₈H₁₀N₂O₂
• 分子量: 166.18
• InChiKey: HELGKMIKUOPFTO-ZETCQYMHSA-N

物化性质

• 熔点：
  220-223 °C (decomp)(Solv: water (7732-18-5); acetone (67-64-1))
• 沸点：
  352.7±32.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 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：
  80.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-氨基-3-(吡啶-4-基)丙酸 在 盐酸 作用下， 以 乙醇 为溶剂， 以100%的产率得到(S)-3-amino-3-(4-pyridyl)propanoic acid hydrochloride
  参考文献：
  名称：

  Burkholderia cepacia lipase is an excellent enzyme for the enantioselective hydrolysis of β-heteroaryl-β-amino esters

  摘要：

  The enantioselective (E > 200) lipase PS-catalysed hydrolysis of beta-heteroaryl-beta-amino esters is described. The reactions were performed with H2O (0.5 equiv) in either diisopropyl ether or tert-butyl methyl ether at 25 degrees C. The resulting beta-heteroaryl-substituted beta-amino acid enantiomers were formed in high enantiomeric excess (ee >= 97%) and in good yield (>= 40%). (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.06.019
• 作为产物：
  描述：

  3-氨基-3-(吡啶-4-基)丙酸乙酯 在 水 作用下， 以 异丙醚 为溶剂， 反应 24.0h， 生成 (S)-3-氨基-3-(吡啶-4-基)丙酸 、 ethyl (R)-3-amino-3-(4-pyridyl)propanoate
  参考文献：
  名称：

  Burkholderia cepacia lipase is an excellent enzyme for the enantioselective hydrolysis of β-heteroaryl-β-amino esters

  摘要：

  The enantioselective (E > 200) lipase PS-catalysed hydrolysis of beta-heteroaryl-beta-amino esters is described. The reactions were performed with H2O (0.5 equiv) in either diisopropyl ether or tert-butyl methyl ether at 25 degrees C. The resulting beta-heteroaryl-substituted beta-amino acid enantiomers were formed in high enantiomeric excess (ee >= 97%) and in good yield (>= 40%). (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.06.019

文献信息

• US6645939B1
  申请人：——

  公开号：US6645939B1

  公开（公告）日：2003-11-11
• Burkholderia cepacia lipase is an excellent enzyme for the enantioselective hydrolysis of β-heteroaryl-β-amino esters
  作者：Gábor Tasnádi、Enikő Forró、Ferenc Fülöp

  DOI：10.1016/j.tetasy.2009.06.019

  日期：2009.8

  The enantioselective (E > 200) lipase PS-catalysed hydrolysis of beta-heteroaryl-beta-amino esters is described. The reactions were performed with H2O (0.5 equiv) in either diisopropyl ether or tert-butyl methyl ether at 25 degrees C. The resulting beta-heteroaryl-substituted beta-amino acid enantiomers were formed in high enantiomeric excess (ee >= 97%) and in good yield (>= 40%). (c) 2009 Elsevier Ltd. All rights reserved.