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Process development of a solvent-free, chemoenzymatic reaction sequence for the enantioselective synthesis of beta-amino acid esters
Citation Link: https://doi.org/10.15480/882.1073
Other Titles
Prozessentwicklung einer lösungsmittelfreien, chemoenzymatischen Reaktionssequenz zur enantioselektiven Synthese von beta-Aminosäureestern
Publikationstyp
Doctoral Thesis
Date Issued
2012
Sprache
English
Author(s)
Advisor
Title Granting Institution
Technische Universität Hamburg
Place of Title Granting Institution
Hamburg
Examination Date
2012-06-07
Institut
TORE-DOI
The beta-amino acid ester (S)-ethyl-3-amino butanoate can be produced in a solvent-free chemoenzymatic reaction sequence with > 99 % ee. The sequence comprises a thermal aza-Michael addition of benzylamine and trans-ethyl crotonate to form the racemic beta-amino acid ester and a subsequent lipase (Novozym 435)-catalyzed aminolysis for the kinetic resolution of the intermediate. In this study, the reaction sequence was characterized with respect to kinetic and thermodynamic properties of the system. The continuous operation of the solvent-free reaction sequence was realized in a coupled reactor setup.
Subjects
Biokatalyse
Prozessentwicklung
lösungsmittelfrei
Enzym
beta-Aminosäuren
biocatalysis
process development
solvent-free
enzyme
beta-amino acids
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Diss_final_ST_2.pdf
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