Different enzymatic routes for the production of (R)-seudenol
were investigated. The Novozym 435-catalyzed reaction of
racemic seudenol with vinyl butyrate proved to be the most
promising route. By using vinyl laurate as an acyl donor, (R)-seudenol laurate could be separated from (S)-seudenol by an
extractive work-up procedure. A nonaqueous hydrolysis allowed
the isolation of pure (R)-seudenol. Scaling up to 7 kg resulted
in a robust reproducible process.
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