1. Development of a Practical Large-Scale Synthesis of Denagliptin Tosylate
- Author
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Michael P LeBlanc, Jeremiah D. Powers, Erwin Irdam, Martin H. Osterhout, Tyler Sharkey, Daniel E. Patterson, and Emily Boehler
- Subjects
Chemistry ,Organic Chemistry ,Late stage ,Nanotechnology ,Physical and Theoretical Chemistry ,Combinatorial chemistry ,DENAGLIPTIN TOSYLATE - Abstract
A large-scale synthesis of denagliptin tosylate has been developed. The efficiency of the synthesis has been improved from the initially scaled route by changing the order of steps (performing a dehydration at a late stage). The key step of the synthesis is a single-step peptide coupling/dehydration, mediated by n-propanephosphonic acid cyclic anhydride. The challenges of developing this synthesis into a robust and practical manufacturing route are described.
- Published
- 2009
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