Efficient Synthesis of (1R)-[3,5-Bis(trifluoromethyl)phenyl] Ethanol, a Key Intermediate for Aprepitant, an NK-1 Receptor Antagonist

Author： Vankawala Pravinchandra   Kolla Naveenkumar   Elati Chandrashekar   Sreenivasulu M.   Kumar K. Arun   Anjaneyulu Yerrimilli   Venkatraman Sundaram   Bhattacharya Apurba   Mathad Vijayavitthal  

Publisher： Taylor & Francis Ltd

ISSN： 0039-7911

Source： Synthetic Communications, Vol.37, Iss.19, 2007-01, pp. : 3439-3446

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Abstract

Enzyme-catalyzed efficient synthesis of (1R)-[3,5-bis (trifluoromethyl) phenyl] ethanol (R)-(3), a key intermediate for aprepitant, via enantioselective transesterification of racemic 1-[3,5-bis (trifluoromethyl) phenyl] ethanol (RS)-3 using vinyl acetate as the acyl donor in the presence of Candida antarctica lipase-B (CAL-B) in an overall yield of 84% with >99% ee is described.

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