Portal de Periódicos da CAPES

Development of a Practical Large-Scale Synthesis of Denagliptin Tosylate

2009; American Chemical Society; Volume: 13; Issue: 5 Linguagem: Inglês

10.1021/op900178d

1520-586X

Daniel E. Patterson, Jeremiah D. Powers, Michael P. Leblanc, Tyler Sharkey, Emily Boehler, Erwin Irdam, Martin H. Osterhout,

Carbohydrate Chemistry and Synthesis

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.