초록
<P><B>Abstract</B></P><P>Starting from an adequate ketone precursor previous reports required three steps for the preparation of (<I>R</I>)‐2,3,4,9‐tetrahydro‐1<I>H</I>‐carbazol‐3‐amine, a key intermediate for the synthesis of the antiallergic drug ramatroban. A single biocatalytic step was sufficient to prepare the target amine with >97% <I>ee</I> (HPLC) <I>via</I> reductive amination of the corresponding ketone using an ω‐transaminase as biocatalyst. Since the ketone was barely soluble under the reaction conditions employed, it was provided as a solid and still the reaction went to completion within 4 h at 50 mM substrate concentration. Although 2‐propylamine is regarded as an ideal amine donor, it turned out to be detrimental for the specific ketone precursor leading to the formation of various side products. These could be avoided by using (<I>R</I>)‐1‐phenylethylamine as the best suited amine donor. An alternative work‐up was developed <I>via</I> freeze‐drying of the reaction mixture, enabling the isolation of the desired (<I>R</I>)‐amine in excellent yield (96%) and enantiopure form on a preparative scale (500 mg). No purification steps (e.g., column chromatography, crystallisation) were required.</P>