Asymmetric synthesis of a prostaglandin D2 receptor antagonist |
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Authors: | Campos Kevin R Journet Michel Lee Sandra Grabowski Edward J J Tillyer Richard D |
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Affiliation: | Department of Process Research, Merck Research Laboratories, P.O. Box 2000, RY800-B267, Rahway, New Jersey 07065-0900, USA. kevin_campos@merck.com |
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Abstract: | An asymmetric synthesis was developed for the production of a prostaglandin D(2) receptor antagonist for the treatment of allergic rhinitis. The stereogenic center was set using asymmetric allylic alkylation chemistry, and the core of the structure was constructed via Pd-catalyzed N-cyclization/Heck methodology. The synthesis relies on a late stage indoline oxidation which does not racemize the product. |
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