Racemic natural and non-natural N-Bocamino acid thioesters undergo enzyme-catalyzed ammoniolysis and aminolysis with concomitant base-catalyzed racemization of the non-transformed D-enantiomer with the formation of the corresponding L-amides in good yields and excellent enantiomeric purity all above 98% ee. This is the first example of a dynamic kinetic resolution of amino acid derivatives with amides formation.

L-Amino Acid Amides via Dynamic Kinetic Resolution

Servi Stefano;Viani Fiorenza;
2011

Abstract

Racemic natural and non-natural N-Bocamino acid thioesters undergo enzyme-catalyzed ammoniolysis and aminolysis with concomitant base-catalyzed racemization of the non-transformed D-enantiomer with the formation of the corresponding L-amides in good yields and excellent enantiomeric purity all above 98% ee. This is the first example of a dynamic kinetic resolution of amino acid derivatives with amides formation.
2011
Istituto di Chimica del Riconoscimento Molecolare - ICRM - Sede Milano
amino acid amides
aminolysis
amoniolysis
base-catalyzed racemization
dynamic kinetic resolution
subtilisin
thioesters
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/155659
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