Stereoselective Syntheses of the Antihistaminic Drug Olopatadine and Its E-Isomer

J Bosch, J Bachs, AM Gómez, R Griera…

Index: Bosch, Joan; Bachs, Jordi; Gomez, Antonia M.; Griera, Rosa; Ecija, Marta; Amat, Mercedes Journal of Organic Chemistry, 2012 , vol. 77, # 14 p. 6340 - 6344

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Citation Number: 4

Abstract

Practical stereoselective synthetic routes to the antihistaminic drug olopatadine and its E- isomer have been developed, the key steps being a trans stereoselective Wittig olefination using a nonstabilized phosphorus ylide and a stereoselective Heck cyclization. The stereoselectivity of the Wittig reaction depends on both the phosphonium salt anion and the cation present in the base used to generate the ylide.