化学学报 ›› 2006, Vol. 64 ›› Issue (21): 2197-2200. 上一篇    下一篇

研究论文

犬尿氨酸羟化酶选择性抑制剂L-3-(邻甲氧基苯甲酰基)丙氨酸的简捷合成

马向东, 姚祝军*   

  1. (中国科学院上海有机化学研究所 生命有机化学国家重点实验室 上海200032)
  • 投稿日期:2006-04-25 修回日期:2006-06-23 发布日期:2006-11-14
  • 通讯作者: 姚祝军

A Concise Synthesis of L-3-(o-Methoxybenzoyl)alanine, a Selective Kynurenine Hydroxylase Inhibitor

MA Xiang-Dong; YAO Zhu-Jun*   

  1. (State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
  • Received:2006-04-25 Revised:2006-06-23 Published:2006-11-14
  • Contact: YAO Zhu-Jun

从Boc-保护氨基的天冬氨酸苄酯出发, 通过5步反应简捷地合成了犬尿氨酸羟化酶的选择性抑制剂L-3-(邻甲氧基苯甲酰基)丙氨酸(o-MBA). 其中关键反应为锂试剂对Weinreb酰胺的亲核取代反应.

关键词: L-3-(邻甲氧基苯甲酰基)丙氨酸, Weinreb酰胺, 芳基锂试剂, 犬尿氨酸酶, 抑制剂

A concise five-step synthesis of L-3-(o-methoxybenzoyl)alanine, a selective kynurenine hydroxylase inhibitor is described starting from commercially available 4-benzyl L-N-(tert-butoxycarbonyl) aspartate. Aryl lithium addition to the corresponding Weinreb amide successfully served as the key step.

Key words: L-3-(o-methoxybenzoyl)alanine, Weinreb amide, aryl lithium, kynurenine hydroxylase, inhibitor