高纯度17-氨基-10-氧-3,6,12,15-四氧-9-氮杂庚烷酸的可扩展途径，用于治疗性肽合成的中间体

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC

Tetrahedron Letters Pub Date : 2025-07-04 DOI:10.1016/j.tetlet.2025.155730

Jae Hoon Jeon , Dong Wook Kang

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引用次数: 0

摘要

在此，我们报告了一种可扩展的、高纯度生产17-氨基-10-氧-3,6,12,15-四氧-9-氮杂庚烷酸的方法，该酸是生产肽治疗药物（如semaglutide和tizepatide）的关键中间体。现有的目标化合物的合成方法存在杂质含量高、收率差、纯化步骤复杂等局限性。我们的新合成路线，其中包括苯并三唑，提供了增强的稳定性和改进的结晶。最重要的是，我们的纯度达到了99.7%以上，证明了大规模商业生产的经济可行性和效率。

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Scalable route to high-purity 17-Amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic acid, an intermediate for therapeutic peptide synthesis

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Scalable route to high-purity 17-Amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic acid, an intermediate for therapeutic peptide synthesis

Herein, we report a method for the scalable, high-purity production of 17-amino-10-oxo-3,6,12,15-tetraoxa-9-azaheptadecanoic acid, a crucial intermediate in the production of peptide therapeutics such as semaglutide and tirzepatide. Existing synthetic methods for the target compound have limitations such as high-impurity content, poor yield, and complex purification steps. Our new synthetic route, which incorporates benzotriazole, provides enhanced stability and improved crystallization. Crucially, we achieved a purity above 99.7 %, demonstrating economic viability and efficiency for large-scale commercial production.

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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.