Enantioselective Synthesis of a Key Intermediate in a New Process for Orlistat Using Asymmetric Hydrogenation and a Grignard Reagent Promoted Lactone Cyclization

A new enantioselective synthesis of Orlistat suitable for large-scale preparation is described. Therein, the first isolated key intermediate (R)-3-hexyl-5,6-dihydro-4-hydroxy-6-undecyl-2H-pyran-2-one (12) is prepared via (a) the asymmetric hydrogenation of methyl 3-oxotetradecanoate to (S)-3-hydroxy...

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Veröffentlicht in:Organic process research & development 2007-05, Vol.11 (3), p.524-533
Hauptverfasser: Schwindt, Mark A, Fleming, Michael P, Han, Yeun-Kwei, Hodges, Lewis M, Johnston, David A, Micheli, Roger P, Roberts, Chris R, Snyder, Roger, Topping, Robert J, Püntener, Kurt, Scalone, Michelangelo
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Sprache:eng
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