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Total Synthesis of Semaglutide Based on a Soluble Hydrophobic-Support-Assisted Liquid-Phase Synthetic Method

Xingbang Liu, Na Zhang, Xiaotong Gu, Yinhui Qin, Di Song, Long Zhang, Shutao Ma

2020ACS Combinatorial Science28 citationsDOI

Abstract

Considering the high cost of the production of semaglutide, which is currently the most promising antidiabetic drug especially for the treatment of type 2 diabetes mellitus, a new synthetic route of semaglutide production that possesses excellent yield and high purity is of vital importance. Herein, we reported a newly developed synthetic route of semaglutide that is simple and efficient, based on a soluble hydrophobic-support-assisted liquid-phase synthetic method by applying Alloc-chemistry to the synthesis of the main chain peptide and side chain peptide of semaglutide. With careful optimization of the reaction conditions and innovative strategy of post-synthetic treatments, the total yield and purity of the crude semaglutide was improved satisfactorily.

Topics & Concepts

SemaglutideChemistryYield (engineering)Combinatorial chemistryLiquid phaseLong chainDiabetes mellitusType 2 diabetesPolymer scienceThermodynamicsMaterials scienceMedicineLiraglutidePhysicsMetallurgyEndocrinologyDiabetes Treatment and ManagementPeptidase Inhibition and AnalysisMetabolism, Diabetes, and Cancer