Study on Preparation Process of Anticoagulant BAY2433334

Area of Science:

• Chemical synthesis
• Process chemistry
• Pharmaceutical manufacturing

Background:

• BAY2433334 is a significant pharmaceutical compound.
• Existing synthesis routes for BAY2433334 are subject to patent limitations.
• Industrial-scale production requires cost-effective and efficient methods.

Purpose of the Study:

• To develop a new, patent-unencumbered process for industrial BAY2433334 production.
• To establish a cost-effective and scalable synthesis route.
• To achieve high product purity and yield.

Main Methods:

• The synthesis starts from (2R)-2-aminobutyric acid.
• Key reactions include esterification, diazotization, condensation, deacetylation, activation, and Mitsunobu reactions.
• The process is designed for operational simplicity and uses readily available raw materials.

Main Results:

• A new industrial process route for BAY2433334 has been successfully developed.
• The process yields high-purity BAY2433334 with a high N-alkylated product/O-alkylated product ratio (>35-45:1).
• The enantiomeric excess (ee) value exceeds 99%, obviating the need for chiral resolution and significantly reducing costs.

Conclusions:

• The developed process offers a viable, patent-free alternative for industrial BAY2433334 production.
• This method is simple, cost-effective, and yields a high-quality product.
• The high enantiomeric purity achieved simplifies downstream processing and reduces overall manufacturing expenses.