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

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image of Research on Chemical Intermediates

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.

Affiliations: 1: Department of Organic Technology, Institute of Chemical Technology in Prague, Technická 5, 166 28 Praha 6, Czech Republic


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