2-Amino-2-benzyl-3,3-difluoro-propionamide | 727731-60-4

• 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: 2-Amino-2-benzyl-3,3-difluoro-propionamide
• 英文别名: 2-Amino-2-benzyl-3,3-difluoropropanamide
• CAS: 727731-60-4
• 化学式: C₁₀H₁₂F₂N₂O
• 分子量: 214.215
• InChiKey: CWVZDTTUNMBRRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  15
• 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：
  4

反应信息

• 作为反应物：
  描述：

  2-Amino-2-benzyl-3,3-difluoro-propionamide 在 amidase from Ochrobactrum anthropi NCIMB 40321 作用下， 以 水 为溶剂， 反应 21.0h， 生成 (S)-2-Amino-2-benzyl-3,3-difluoro-propionic acid 、 (R)-2-Amino-2-benzyl-3,3-difluoro-propionic acid 、 (R)-2-Amino-2-benzyl-3,3-difluoro-propionamide
  参考文献：
  名称：

  Enzymatic resolution of Cα-fluoroalkyl substituted amino acids

  摘要：

  A methodology for the enzymatic resolution of sterically constrained C-alpha-fluoroalkyl substituted amino acids has been developed. Racemic H-(alphaTfm)Ala-NH2, H-(alphaCF(2)Cl)Ala-NH2 and H-(alphaCF(2)Br)Ala-NH2 was separated with very high enantio-selectivity (E >200) into their enantiomers using amidase from Mycobacterium neoaurum yielding the corresponding (R)-acids. Furthermore, the first example of an enzymatic resolution of a C-alpha-fluoroalkyl substituted Phe derivative has been established using amidase from Ochrobactrum anthropi. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.02.027
• 作为产物：
  描述：

  N-(benzyloxycarbonyl)-α-(difluoromethyl)phenylalanine 在 palladium on activated charcoal 氨 、 氢气 、 2-氯-N,N-二甲基-1-丙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2-Amino-2-benzyl-3,3-difluoro-propionamide
  参考文献：
  名称：

  Enzymatic resolution of Cα-fluoroalkyl substituted amino acids

  摘要：

  A methodology for the enzymatic resolution of sterically constrained C-alpha-fluoroalkyl substituted amino acids has been developed. Racemic H-(alphaTfm)Ala-NH2, H-(alphaCF(2)Cl)Ala-NH2 and H-(alphaCF(2)Br)Ala-NH2 was separated with very high enantio-selectivity (E >200) into their enantiomers using amidase from Mycobacterium neoaurum yielding the corresponding (R)-acids. Furthermore, the first example of an enzymatic resolution of a C-alpha-fluoroalkyl substituted Phe derivative has been established using amidase from Ochrobactrum anthropi. (C) 2004 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2004.02.027

文献信息

• Enzymatic resolution of Cα-fluoroalkyl substituted amino acids
  作者：Beate Koksch、Peter J.L.M. Quaedflieg、Thomas Michel、Klaus Burger、Quirinus B. Broxterman、Hans E. Schoemaker

  DOI：10.1016/j.tetasy.2004.02.027

  日期：2004.5

  A methodology for the enzymatic resolution of sterically constrained C-alpha-fluoroalkyl substituted amino acids has been developed. Racemic H-(alphaTfm)Ala-NH2, H-(alphaCF(2)Cl)Ala-NH2 and H-(alphaCF(2)Br)Ala-NH2 was separated with very high enantio-selectivity (E >200) into their enantiomers using amidase from Mycobacterium neoaurum yielding the corresponding (R)-acids. Furthermore, the first example of an enzymatic resolution of a C-alpha-fluoroalkyl substituted Phe derivative has been established using amidase from Ochrobactrum anthropi. (C) 2004 Published by Elsevier Ltd.