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Open Access Enzyme and Reaction Engineering in Biocatalysis: Synthesis of (S)-Methoxyisopropylamine (= (S)-1-Methoxypropan-2-amine)

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Methoxyisopropylamine is a chiral amine moiety common to the chemical structures of two important chloroacetamide herbicides, metolachlor and dimethenamid. The activity of both products lies predominantly in their (S)-enantiomeric forms. Celgro scientists have developed a high-productivity biocatalytic process to (S)-methoxyisopropylamine via transamination of methoxyacetone and isopropylamine. Biocatalyst and process optimization was achieved by integration of molecular biology, fermentation, enzymology, and engineering disciplines to identify and overcome kinetic, stability, and thermodynamic constraints on productivity. The result was a 50° vacuum reaction producing 2M (S)-methoxyisopropylamine (18 wt-%) at >99% ee, with 97% conversion of methoxyacetone in 7 h, meeting economic targets applicable to agrochemical manufacturing.

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Document Type: Research Article

Publication date: December 1, 1999

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  • International Journal for Chemistry and Official Membership Journal of the Swiss Chemical Society (SCS) and its Divisions

    CHIMIA, a scientific journal for chemistry in the broadest sense, is published 10 times a year and covers the interests of a wide and diverse readership. Contributions from all fields of chemistry and related areas are considered for publication in the form of Review Articles and Notes. A characteristic feature of CHIMIA are the thematic issues, each devoted to an area of great current significance.

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