Process development of a diacyl glycerolacyltransferase-1 inhibitor

…, J Mei, B Kotecki, AJ Souers, PR Kym…

Index: Ravn, Matthew M.; Wagaw, Seble H.; Engstrom, Kenneth M.; Mei, Jianzhang; Kotecki, Brian; Souers, Andrew J.; Kym, Philip R.; Judd, Andrew S.; Zhao, Gang Organic Process Research and Development, 2010 , vol. 14, # 2 p. 417 - 424

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Citation Number: 6

Abstract

A synthesis of a selective diacyl glycerolacyltransferase-1 (DGAT-1) inhibitor, 1, is described. The synthesis illustrates a diketone Favorskii reaction on 9 in place of the more common ketoester variant for generation of the dicarboxycyclopentane core, the development of an efficient classical resolution of a key cyclopentyl ketoacid intermediate 4, and an ambient temperature Suzuki− Miyaura coupling which avoids epimerization of the ...