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Enantioselective Chemoenzymatic Synthesis Of Oseltamivir (tamiflu)(r) Intermediates

The objective of this presented study was to synthesize optically active compounds
considered to be key intermediates in the synthesis of Oseltamivir (Tamiflu) by
performing chemical and biotechnological methods. Thereof, the carboethoxy
cyclohexenone skeleton first was synthesized utilizing easily available substances. The
synthesis of alpha-hydroxy ketones in enantiomerically pure form offers a great
importance in the synthesis of biologically active compounds. Toward this fact, the
enantioselective synthesis of alpha-hydroxy carboethoxy cyclohexenone scaffold has
been accomplished by following the routes which were manganese(III) acetate-mediated
chemical oxidation followed by enzyme-mediated hydrolysis and additionally microbial
direct biooxidation by whole cells of fungi expressly A. oryzae and A. flavus. A very
satisfying results have been obtained by both of the methods.

Identiferoai:union.ndltd.org:METU/oai:etd.lib.metu.edu.tr:http://etd.lib.metu.edu.tr/upload/3/12609259/index.pdf
Date01 January 2008
CreatorsEsiyok, Haci
ContributorsDemir, Ayhan Sitki
PublisherMETU
Source SetsMiddle East Technical Univ.
LanguageEnglish
Detected LanguageEnglish
TypeM.S. Thesis
Formattext/pdf
RightsTo liberate the content for public access

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