Chemoenzymatic asymmetric total synthesis of (S)-Rivastigmine using omega-transaminases.
A straightforward, high-yielding, chemoenzymatic total synthesis of enantiopure (S)-Rivastigmine was developed using various omega-transaminases for the asymmetric amination of appropriate acetophenone precursors. Optimisation of the biotransformation allowed scale-up and the total synthesis of (S)-Rivastigmine.
Fuchs
Michael
M
Department of Chemistry, Organic & Bioorganic Chemistry, University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria.
Koszelewski
Dominik
D
Tauber
Katharina
K
Kroutil
Wolfgang
W
Faber
Kurt
K
D000098:Acetophenones / Q000737:chemistry; D001419:Bacteria / Q000201:enzymology*; D018696:Neuroprotective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D048448:Phenylcarbamates / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism; D000068836:Rivastigmine; D013237:Stereoisomerism; D000637:Transaminases / Q000378:metabolism*
D000098:Acetophenones; D018696:Neuroprotective Agents; D048448:Phenylcarbamates; D000637:Transaminases; D000068836:Rivastigmine; C038699:acetophenone