Development of a Scalable Process for DG-041, a Potent EP3 Receptor Antagonist, via Tandem Heck Reactions

Autor:	Matthew O'Connell, Livia A. Enache, Siead I. Zegar, David E. Zembower, Christopher J. Tokar, Wayne Zeller, Venkat Rajagopol, Frank W. Muellner, Jasbir Singh
Rok vydání:	2007
Předmět:	Indole test Ep3 receptor Tandem Chemistry Stereochemistry Heck reaction Intramolecular force Organic Chemistry Antagonist Sequence (biology) Physical and Theoretical Chemistry Small molecule
Zdroj:	Organic Process Research & Development. 11:747-753
ISSN:	1520-586X 1083-6160
Popis:	DG-041 is a small molecule antagonist of the EP3 receptor for prostaglandin E2 that is in clinical development for treatment of peripheral artery disease (PAD). Originally produced using a six-step synthetic procedure, process optimization led to development of a four-step sequence that is readily scalable. The key step in the optimized sequence contains two sequential Heck reactions, involving an intramolecular Heck cyclization followed by an intermolecular Heck coupling, performed in one pot to produce a highly substituted indole core.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::6af4b00510d1690d549d0a8489fcc5a4 https://doi.org/10.1021/op700107h Zobrazit plný text záznamu