Process for the preparation of ezetimibe
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United States of America Patent
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Sep 6, 2011
Grant Date -
Feb 19, 2009
app pub date -
Feb 17, 2006
filing date -
Jun 22, 2005
priority date (Note) -
Expired
status (Latency Note)
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Abstract
The present invention relates to a cost effective and industrially advantageous process for the preparation of (3R,4S)-1-(4-fluorophenyl)-3-[3(S)-3-(4-fluorophenyl)-3-hydroxypropyl)]-4-(4-hydroxyphenyl)-2-azetidinone, referred to here as Ezetimibe and represented by structural formula (I). The process comprises an multi-step reaction sequence that includes a chiral auxiliary-controlled condensation, a silyl-mediated cyclization, a palladium-catalyzed Negishi cross-coupling, and the enantioselective reduction of a ketone to a hydroxyl group.
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