Enzymatic approach to both enantiomers of N-Boc hydrophobic amino acids

…, P D'Arrigo, S Servi, D Tessaro, R Canevotti

Index: Agosta, Eleonora; Caligiuri, Antonio; D'Arrigo, Paola; Servi, Stefano; Tessaro, Davide; Canevotti, Renato Tetrahedron Asymmetry, 2006 , vol. 17, # 13 p. 1995 - 1999

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Citation Number: 12

Abstract

Protease catalysed hydrolysis of N-Boc-amino acid esters allows us to obtain N-Boc l-acids and d-esters of amino butanoic acid, nor-leucine, nor-valine, leucine and t-leucine in excellent ee. The reaction occurs in short reaction times and high concentrations. When a biphasic system (buffer–MTBE) is employed, a strong solvent effect is observed. This method could be of significance for the preparation of dt-leucine, for which a practical ...

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