New Synthetic Route to a Dipeptidyl Peptidase-4 Inhibitor

Autor:	Stephane Caron, Danny Lafrance
Rok vydání:	2012
Předmět:	chemistry.chemical_compound Scale (ratio) chemistry Amide Organic Chemistry medicine SN2 reaction Dipeptidyl peptidase-4 inhibitor Physical and Theoretical Chemistry Combinatorial chemistry medicine.drug
Zdroj:	Organic Process Research & Development. 16:409-414
ISSN:	1520-586X 1083-6160
Popis:	A new synthetic route to a dipeptidyl peptidase-4 (DPP4) inhibitor was developed and demonstrated on a multigram scale. This approach takes advantage of the cheap and readily available Boc-trans-4-hydroxy-l-proline methyl ester as starting material which was derivatized through an SN2 reaction. Several leaving groups were studied, and the nosylate group showed superiority over other derivatives. Formation of an amide using the most costly starting material, 3,3-difluoropyrrolidine, was performed late in the synthesis to minimize its economical impact on the overall cost of the API.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::2597fbde59f375cde6c71a6eedb94174 https://doi.org/10.1021/op200309z Zobrazit plný text záznamu