Improved synthesis of bioactive L-penicillamine via an economical and environment-friendly route

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-04-11 DOI:10.1016/j.tetlet.2025.155573

Zhenxiang Liu , Lingli Shao , Shuping Cai , Chaoqun Bian , Haojie Zhu , Xuanang Shen , Hangcheng Ni , Ling Wang , Kaichuan Yang , Hui Mao

引用次数: 0

Abstract

An economical and environment-friendly synthetic route was developed toward L-penicillamine (L-H₂pen) in concise 8-step from commercially available and inexpensive Penicillin G potassium salt. Ordinary reagents such as acetone, ethanol, triethylamine, L(+)-Tartaric acid etc. are used and no special catalysts applied in whole process. Acetone used in step 2 and D-penicillamine (D-H₂pen) produced from resolving process could be recycled after appropriate working up. The total yield of L-H₂pen reached around 20 % based on the starting materials. No chromatographic separations were utilized in the new protocol which seems amenable to scale-up.

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以市面上廉价的青霉素 G 钾盐为原料，开发出一条经济环保的 L-青霉胺（L-H2pen）合成路线，只需 8 个步骤。整个过程使用丙酮、乙醇、三乙胺、L(+)-酒石酸等普通试剂，不使用特殊催化剂。步骤 2 中使用的丙酮和溶解过程中产生的 D-青霉胺（D-H2pen）经适当处理后可回收利用。以起始原料为基础，L-H2pen 的总产率约为 20%。新方案中没有使用色谱分离，似乎适合放大生产。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.