R-2-(2-氯苯基)-2-(2-苯乙酰氨基)乙酸 | 1098100-07-2

• 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: R-2-(2-氯苯基)-2-(2-苯乙酰氨基)乙酸
• 英文名称: (R)-2-(2-chlorophenyl)-2-[(2-phenylacetyl)amino]ethanoic acid
• 英文别名: (R)-(2-Chloro-phenyl)-phenylacetylamino-acetic acid；(2R)-2-(2-chlorophenyl)-2-[(2-phenylacetyl)amino]acetic acid
• CAS: 1098100-07-2
• 化学式: C₁₆H₁₄ClNO₃
• 分子量: 303.745
• InChiKey: MTFPCYJZWDSFOB-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  R-2-(2-氯苯基)-2-(2-苯乙酰氨基)乙酸 在 苯乙酸 作用下， 反应 0.25h， 生成 (S)-2-(2-chlorophenyl)-2-[(2-phenylacetyl)amino]ethanoic acid
  参考文献：
  名称：

  Resolution of racemic 2-chlorophenyl glycine with immobilized penicillin G acylase

  摘要：

  Racemic 2-chlorophenyl glycine has been resolved to obtain (S)-alpha-amino-(2-chlorophenyl)acetic acid with >99% enantiomeric purity via enantioselective hydrolysis of its N-phenylacetyl derivative with penicillin G acylase immobilized on Eupergit C. The resolution can be conveniently performed in water at substrate concentration of 10% in 5 h with an enzyme:substrate ratio of 1:5 (w/w), and the enzyme can be recycled >25 times Without any loss of activity. The Unwanted (R)-enantiomer can be easily racemized for recycling. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.10.015
• 作为产物：
  描述：

  2-(2-chlorophenyl)-2-[(2-phenylacetyl)amino]ethanoic acid 在 盐酸 、 ammonium hydroxide 、 penicillin G amidohydrolase 作用下， 以 水 为溶剂， 反应 5.0h， 以46%的产率得到(S)-2-氯苯甘氨酸
  参考文献：
  名称：

  Resolution of racemic 2-chlorophenyl glycine with immobilized penicillin G acylase

  摘要：

  Racemic 2-chlorophenyl glycine has been resolved to obtain (S)-alpha-amino-(2-chlorophenyl)acetic acid with >99% enantiomeric purity via enantioselective hydrolysis of its N-phenylacetyl derivative with penicillin G acylase immobilized on Eupergit C. The resolution can be conveniently performed in water at substrate concentration of 10% in 5 h with an enzyme:substrate ratio of 1:5 (w/w), and the enzyme can be recycled >25 times Without any loss of activity. The Unwanted (R)-enantiomer can be easily racemized for recycling. (C) 2008 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetasy.2008.10.015