An efficient synthesis of LTD4 antagonist L-699,392

…, RK Anderson, RD Larsen, TR Verhoeven…

Index: King; Corley; Anderson; Larsen; Verhoeven; Reider Journal of Organic Chemistry, 1993 , vol. 58, # 14 p. 3731 - 3735

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Citation Number: 110

Abstract

The asymmetric synthesis of L-699,392 (1)[3-[[(1S)-[3 (E)-[2-(7-chloroquinolinyl) ethenyllphenyll-3-(acetylphenyl) propyl] thio]-2 (S)-methylpropanoic acid], a leukotriene antagonist, is accomplished in six steps starting from the monoaldehyde 2. The main framework of the molecule is formed via a Pd-catalyzed Heck reaction. The asymmetric center is introduced via the chiral reduction of the ketone 4 using optically active B- ...