With Asymmetric Hydrogenation Towards a New, Enantioselective Synthesis of Orlistat

Authors

  • Rolf Birk
  • Martin Karpf
  • Kurt Püntener
  • Michelangelo Scalone
  • Mark Schwindt
  • Ulrich Zutter

DOI:

https://doi.org/10.2533/chimia.2006.561

Keywords:

Asymmetric hydrogenation, Gastrointestinal lipase inhibitor, Beta-ketoester, Process research

Abstract

A new, enantioselective synthesis of Orlistat suitable for large-scale production is described, wherein the first enantiomerically 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.

Downloads

Published

2006-09-01

How to Cite

[1]
R. Birk, M. Karpf, K. Püntener, M. Scalone, M. Schwindt, U. Zutter, Chimia 2006, 60, 561, DOI: 10.2533/chimia.2006.561.

Issue

Section

Scientific Articles