Efficient Production of Enantiomerically Pure Chiral Amines at Concentrations of 50 g/L Using Transaminases

Two methods for the efficient (50 g/L) production of optically pure amines from their corresponding ketones using transaminases have been developed. The first method utilizes an ion-exchange resin for in situ product removal allowing the reaction to be carried out a substrate concentration of 50 g/L...

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Bibliographic Details
Published inOrganic process research & development Vol. 14; no. 1; pp. 234 - 237
Main Authors Truppo, Matthew D, Rozzell, J. David, Turner, Nicholas J
Format Journal Article
LanguageEnglish
Published American Chemical Society 15.01.2010
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Summary:Two methods for the efficient (50 g/L) production of optically pure amines from their corresponding ketones using transaminases have been developed. The first method utilizes an ion-exchange resin for in situ product removal allowing the reaction to be carried out a substrate concentration of 50 g/L. The second approach relies upon conversion of the initially formed amine, via spontaneous cyclisation, to a noninhibitory product. Both methods have been demonstrated at 50 mL scale. (R)- and (S)-methylbenzylamine, and (R)- and (S)-6-methyl-2-piperidone have been produced in >90% isolated yield and >99% ee.
ISSN:1083-6160
1520-586X
DOI:10.1021/op900303q