本发明公开了一种N,N‑双(羧甲基)‑L‑赖氨酸合成方法,涉及NTA中间体合成技术领域,包括:S1、L‑赖氨酸通过铜离子螯合,引入Boc保护N6,再脱除铜离子,得到N6‑(叔丁氧基羰基)‑L‑赖氨酸;S2、N6‑(叔丁氧基羰基)‑L‑赖氨酸在碱溶液中N2氨基和两分子卤代乙酸或其盐反应制备N2,N2双(羧甲基)‑N6‑[(1,1‑二甲基乙氧基)羰基]‑L‑赖氨酸;S3、N2,N2双(羧甲基)‑N6‑[(1,1‑二甲基乙氧基)羰基]‑L‑赖氨酸通过过纯水加热的方式脱除Boc保护基,结晶得到目标产物。本方案安全、高效、便宜且适合大批量工业化生产。
The invention discloses a synthesis method of N, N-bis (carboxymethyl)-L-lysine, and relates to the technical field of NTA intermediate synthesis, and the synthesis method comprises the following steps: S1, L-lysine is chelated by copper ions, Boc is introduced to protect N6, then the copper ions are removed, and N6-(tert-butoxycarbonyl)-L-lysine is obtained; s2, enabling N2 amino of the N6-(tert-butoxycarbonyl)-L-lysine to react with two molecules of bromoacetic acid in an alkaline aqueous solution to prepare N2, N2 bis (carboxymethyl)-N6-[(1, 1-dimethyl ethyoxyl) carbonyl]-L-lysine; and S3, decomposing tert-butoxycarbonyl by using N2, N2 bis (carboxymethyl)-N6-[(1, 1-dimethyl ethyoxyl) carbonyl]-L-lysine through an acidic system, dissociating N, N-bis (carboxymethyl)-L-lysine by using alkali, and crystallizing to obtain the product. The scheme is safe, efficient, cheap and suitable for large-scale industrial production.