Enzymatic resolution of an amine under solvent-free conditions with diethyl malonate as reagent for acylation

Publikationstyp
Journal Article
Date Issued
2017-02-21
Sprache
English
Author(s)
Uthoff, Florian  
Reimer, Anna  
Liese, Andreas  orcid-logo
Gröger, Harald  
Institut
Technische Biokatalyse V-6  
TORE-URI
http://hdl.handle.net/11420/3203
Journal
Sustainable chemistry and pharmacy  
Volume
5
Start Page
42
End Page
45
Citation
Sustainable Chemistry and Pharmacy (5): 42-45 (2017-06-01)
Publisher DOI
10.1016/j.scp.2016.12.002
Scopus ID
2-s2.0-85013230544
Publisher
Elsevier
The extension of the enzymatic resolution of amines catalyzed by an immobilized lipase in combination with diethyl malonate as acyl donor towards a solvent-free process is described. In such a resolution process the resulting chiral amide was formed with both high conversion and enantioselectivity, and this solvent-free synthetic method turned out to be robust and efficient also at an elevated 50 mmol-scale reaction, leading to the desired amide with 50% conversion, in 43.5% yield and with excellent enantiomeric excess of 99% ee. This method proceeding at a short reaction time (4.5 h) opens up a perspective for future development towards a large-scale feasible process technology for the enantioselective synthesis of chiral amines.
DDC Class
570: Biowissenschaften, Biologie
620: Ingenieurwissenschaften