Scalable synthesis of a prostaglandin EP4 receptor antagonist

…, SJ Dolman, G Hughes, PD O'Shea…

Index: Gauvreau, Danny; Dolman, Sarah J.; Hughes, Greg; Oshea, Paul D.; Davies, Ian W. Journal of Organic Chemistry, 2010 , vol. 75, # 12 p. 4078 - 4085

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Citation Number: 17

Abstract

The evolution of scalable, economically viable synthetic approaches to the potent and selective prostaglandin EP4 antagonist 1 is presented. The chromatography-free synthesis of multikilogram quantities of 1 using a seven-step sequence (six in the longest linear sequence) is described. This approach has been further modified in an effort to identify a long-term manufacturing route. Our final synthesis involves no step requiring cryogenic (< ...