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Syntheses of enantiopure aliphatic secondary alcohols and acetates by bioresolution with lipase B from Candida antarctica.

Molecules (Basel, Switzerland) (2012-07-28)
Hercules V Ferreira, Lenilson C Rocha, Richele P Severino, André L M Porto
RÉSUMÉ

The lipase B from Candida antarctica (Novozym 435®, CALB) efficiently catalyzed the kinetic resolution of some aliphatic secondary alcohols: (±)-4-methylpentan-2-ol, (±)-5-methylhexan-2-ol, (±)-octan-2-ol, (±)-heptan-3-ol and (±)-oct-1-en-3-ol. The lipase showed excellent enantioselectivities in the transesterifications of racemic aliphatic secondary alcohols producing the enantiopure alcohols (>99% ee) and acetates (>99% ee) with good yields. Kinetic resolution of rac-alcohols was successfully achieved with CALB lipase using simple conditions, vinyl acetate as acylating agent, and hexane as non-polar solvent.

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Description du produit

Sigma-Aldrich
Vinyl acetate, contains 3-20 ppm hydroquinone as inhibitor, ≥99%
Supelco
Vinyl acetate, analytical standard
Supelco
Vinyl acetate solution, certified reference material, 5000 μg/mL in acetonitrile
Vinyl acetate, European Pharmacopoeia (EP) Reference Standard