New enzymatic strategies for the preparation of pharmaceutically important enantiomeric β-amino acid derivatives

The present Ph.D. work has been planned to accomplish two major goals. In view of the significance of fluorine-substituted compounds, the first aim was to synthesize a selection of (±)-β-amino carboxylic ester hydrochloride salts 3a–e, then to generate an appropriate lipase-catalyzed method for thei...

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Bibliographic Details
Main Author: Shahmohammadi Sayeh
Other Authors: Forró Enikő
Fülöp Ferenc
Format: Dissertation
Published: 2022-08-24
Subjects:
doi:10.14232/phd.11328

mtmt:34118001
Online Access:http://doktori.ek.szte.hu/11328
Description
Summary:The present Ph.D. work has been planned to accomplish two major goals. In view of the significance of fluorine-substituted compounds, the first aim was to synthesize a selection of (±)-β-amino carboxylic ester hydrochloride salts 3a–e, then to generate an appropriate lipase-catalyzed method for their resolution through hydrolysis, furnishing enantiopure new β-fluorophenyl-substituted β-amino acids (S)-5a–e and unreacted β-amino esters (R)-4a–e. The second objective of my work was a comparative investigation of different green strategies and then to build an environmentally benign CALB-catalyzed hydrolysis of cis carbocyclic amino esters 6–9.