3-amino-2-(4-fluorobenzyl)propanamide | 1038293-66-1

• 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
• 英文名称: 3-amino-2-(4-fluorobenzyl)propanamide
• 英文别名: 3-Amino-2-[(4-fluorophenyl)methyl]propanamide；2-(aminomethyl)-3-(4-fluorophenyl)propanamide
• CAS: 1038293-66-1
• 化学式: C₁₀H₁₃FN₂O
• mdl: MFCD11200928
• 分子量: 196.224
• InChiKey: AOVNHZKZKPEZEX-UHFFFAOYSA-N

物化性质

• 沸点：
  397.9±42.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-amino-2-(4-fluorobenzyl)propanamide 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 生成 2-氨基甲基-3-(4-氟苯基)-丙酸
  参考文献：
  名称：

  Enzymatic multicomponent reaction for simultaneous synthesis of two important scaffolds, pyridin-2-ones and α-alkylated nitriles

  摘要：

  An efficient approach for the synthesis of highly substituted pyridin-2-one derivatives and alpha-alkylated nitriles through enzymatic multicomponent reaction (MCR) was developed. This MCR involved biomimetic reduction between 3,4-dihydropyridin-2-one and activated olefin, both of which were in situ generated in the Acylase Amano (AA)-catalyzed domino reaction starting from benzaldehyde, cyanoacetamide and ketone. A wide range of substituted benzaldehydes and ketones were accepted by this reaction. Both final products (pyridin-2-one derivatives and alpha-alkylated nitriles) were important skeletons and synthetic intermediates. The synthetic application of prepared alpha-alkylated nitrile was demonstrated by converting it into the corresponding alpha-alkyl-beta(2)-amino acid with high yield. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.12.021
• 作为产物：
  描述：

  2-cyano-3-(4-fluorophenyl)propanamide 在 氨 、 氢气 作用下， 以 甲醇 为溶剂， 反应 20.0h， 生成 3-amino-2-(4-fluorobenzyl)propanamide
  参考文献：
  名称：

  Enzymatic multicomponent reaction for simultaneous synthesis of two important scaffolds, pyridin-2-ones and α-alkylated nitriles

  摘要：

  An efficient approach for the synthesis of highly substituted pyridin-2-one derivatives and alpha-alkylated nitriles through enzymatic multicomponent reaction (MCR) was developed. This MCR involved biomimetic reduction between 3,4-dihydropyridin-2-one and activated olefin, both of which were in situ generated in the Acylase Amano (AA)-catalyzed domino reaction starting from benzaldehyde, cyanoacetamide and ketone. A wide range of substituted benzaldehydes and ketones were accepted by this reaction. Both final products (pyridin-2-one derivatives and alpha-alkylated nitriles) were important skeletons and synthetic intermediates. The synthetic application of prepared alpha-alkylated nitrile was demonstrated by converting it into the corresponding alpha-alkyl-beta(2)-amino acid with high yield. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.12.021

文献信息

• Enzymatic multicomponent reaction for simultaneous synthesis of two important scaffolds, pyridin-2-ones and α-alkylated nitriles
  作者：Zhi-Qiang Liu、Yu-Jing Hu、Xiao-Yang Chen、Qi Wu、Xian-Fu Lin

  DOI：10.1016/j.tet.2014.12.021

  日期：2015.1

  An efficient approach for the synthesis of highly substituted pyridin-2-one derivatives and alpha-alkylated nitriles through enzymatic multicomponent reaction (MCR) was developed. This MCR involved biomimetic reduction between 3,4-dihydropyridin-2-one and activated olefin, both of which were in situ generated in the Acylase Amano (AA)-catalyzed domino reaction starting from benzaldehyde, cyanoacetamide and ketone. A wide range of substituted benzaldehydes and ketones were accepted by this reaction. Both final products (pyridin-2-one derivatives and alpha-alkylated nitriles) were important skeletons and synthetic intermediates. The synthetic application of prepared alpha-alkylated nitrile was demonstrated by converting it into the corresponding alpha-alkyl-beta(2)-amino acid with high yield. (C) 2014 Elsevier Ltd. All rights reserved.