Stereoselectivity of (−)-(1R,2S)-2-methylamino-1-phenylpropan-1-ol preparation

Stereoselectivity of (−)-(1R,2S)-2-methylamino-1-phenylpropan-1-ol preparation Stereoselectivity of reductive amination of (R)-1-hydroxy-1-phenylpropan-2-one by methylamine was studied. From the four isomers possible, only two are produced by this reaction. These are marked as (−)-(1R,2S)-ephedrine (desired product) and (+)-(1S,2R)-ephedrine. The reaction stereoselectivity depends both on the type of the catalyst and reaction conditions. The most suitable type is the supported platinum. However, this catalyst rapidly deactivates. With a decreasing activity of Pt catalyst, the stereoselectivity decreases. It is also decreased during the production of the second liquid phase (water) in the reaction mixture. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Stereoselectivity of (−)-(1R,2S)-2-methylamino-1-phenylpropan-1-ol preparation

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Publisher
Brill Academic Publishers
Copyright
Copyright © 2007 by VSP
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1163/156856707781749892
Publisher site
See Article on Publisher Site

Abstract

Stereoselectivity of reductive amination of (R)-1-hydroxy-1-phenylpropan-2-one by methylamine was studied. From the four isomers possible, only two are produced by this reaction. These are marked as (−)-(1R,2S)-ephedrine (desired product) and (+)-(1S,2R)-ephedrine. The reaction stereoselectivity depends both on the type of the catalyst and reaction conditions. The most suitable type is the supported platinum. However, this catalyst rapidly deactivates. With a decreasing activity of Pt catalyst, the stereoselectivity decreases. It is also decreased during the production of the second liquid phase (water) in the reaction mixture.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Jan 1, 2007

References

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