Process for preparing dipeptide compounds

Efficient synthesis of dipeptide intermediates is achieved through processes using hydrogenating agents and continuous reactors, addressing the challenges of peptide synthesis economics and scalability.

WO2026015425A1PCT designated stage Publication Date: 2026-01-15MERCK SHARP & DOHME LLC
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Patent Information

Application Number
PCT/US2025/036598
Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Priority Date
2025-07-01
Filing Date
2025-07-07
Publication Date
2026-01-15

AI Technical Summary

Technical Problem

The practicality and economics of chemical synthesis of peptides present significant challenges, particularly in the efficient production of dipeptide compounds that serve as intermediates for further peptide synthesis.

Method used

A series of processes involving specific reactants, catalysts, and reactors are employed to synthesize dipeptide compounds, including the use of hydrogenating agents like H2 and palladium on carbon catalysts, and continuous reaction systems such as flow reactors, to efficiently produce dipeptide intermediates like isopropyl ((2S,3S)-3-(2-(tert-butoxy)-2-oxoethoxy)pyrrolidine-2-carbonyl)-L-threoninate.

Benefits of technology

These processes provide efficient and scalable routes to dipeptide compounds, reducing catalyst usage and production costs while improving yield and selectivity, making them suitable for large-scale production.

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Abstract

The present invention relates to efficient synthetic processes useful in the preparation of dipeptide compounds of Formula I, which may be useful in the preparation of other compounds. The invention also relates to compounds of Formula I and salts thereof, as well as crystalline solid forms thereof. The invention also relates to intermediates useful in the preparation of Formula I and salts thereof:
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