1. ChemInform Abstract: Enzymes and Practical Asymmetric Synthesis
- Author
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James M. McNamara, Paul J. Reider, David L. Hughes, Robert A. Reamer, Edward J. J. Grabowski, J. L. Leazer, Ichiro Shinkai, J. J. Bergan, T. C. Lovelace, J. S. Amato, M. Bhupathy, and Daniel R. Sidler
- Subjects
chemistry.chemical_classification ,Enzyme ,Chemistry ,Yield (chemistry) ,Enzymatic hydrolysis ,Enantioselective synthesis ,Antagonist ,Organic chemistry ,General Medicine ,Enantiomeric excess - Abstract
A practical, chemoenzymatic, four-step synthesis of the LTD4 antagonist MK-0679 is described. The key steps are enzymatic hydrolysis of the prochiral diester to the ester-acid in 99% enantiomeric excess followed by aluminum mediated amidation of the methyl ester to afford MK-0679 in high overall yield. This synthesis is superior to the synthesis of the racemate MK-0571.
- Published
- 2010
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