Development of a kilogram-scale asymmetric synthesis of a potent DP receptor antagonist
…, K DiFelice, P Maligres, G Humphrey…
Index: Tudge, Matthew; Savarin, Cecile G.; Difelice, Katherine; Maligres, Peter; Humphrey, Guy; Reamer, Bob; Tellers, David M.; Hughes, Dave Organic Process Research and Development, 2010 , vol. 14, # 4 p. 787 - 798
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Citation Number: 7
Abstract
An efficient asymmetric synthesis of a unique sulfenylated prostaglandin DP receptor antagonist candidate is described. The synthesis is characterized by a novel intramolecular Friedel− Crafts cyclization of an imino-pyrrole to prepare the azaindole core. Other key steps include a highly selective Horner− Wadsworth− Emmons olefination of a tricyclic ketone intermediate and subsequent catalytic asymmetric hydrogenation of a trisubstituted α, β- ...
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