Journal
CHIMIA
Volume 60, Issue 9, Pages 561-565Publisher
SWISS CHEMICAL SOC
DOI: 10.2533/chimia.2006.561
Keywords
asymmetric hydrogenation; gastrointestinal lipase inhibitor; beta-ketoester; process research
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A new, enantioselective synthesis of Orlistat suitable for large-scale production is described, wherein the first enantiornerically pure intermediate methyl (R)-3-hydroxy-tetradecanoate is prepared via asymmetric hydrogenation of methyl 3-oxotetradecanoate. The relevant criteria associated with the application of the asymmetric hydrogenation technology are addressed, such as the activity, the selectivity and the availability of the catalyst as well as the quality of the hydrogenation substrate and the hydrogen gas.
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