High-Yield Synthesis of Enantiopure 1,2-Amino Alcohols from <scp>l</scp>-Phenylalanine via Linear and Divergent Enzymatic Cascades
Maria L. Corrado, Tanja Knaus, Ulrich Schwaneberg, Francesco G. Mutti
Abstract
)-phenylethanolamine was isolated in a 92% yield and >99.9% ee starting from ca. 100 mg of the diol intermediate. In summary, l-phenylalanine was converted into enantiomerically pure 2-phenylglycinol and phenylethanolamine in overall yields of 61% and 69%, respectively. This work exemplifies how linear and divergent enzyme cascades can enable the synthesis of high-value chiral molecules such as amino alcohols from a renewable material such as l-phenylalanine with high atom economy and improved sustainability.
Topics & Concepts
Enantioselective synthesisEnantiopure drugChemistryYield (engineering)DiolStereochemistryPhenylalanineOrganic chemistryOxidative decarboxylationDecarboxylationOxidative deaminationAcetophenoneHydrolysisEnzymeAmino acidCatalysisBiochemistryMetallurgyMaterials scienceEnzyme Catalysis and ImmobilizationCarbohydrate Chemistry and SynthesisMicrobial Metabolic Engineering and Bioproduction