Related Experiment Video
Updated: Aug 29, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Lipase mediated chiral resolution of 4-arylthio-2-butanol as an intermediate for beta-lactam antibiotics
Kwang-Jin Hwang1, Jinkue Lee, Sungmin Chin
1Department of Chemical System Engineering, Hongik University, Jochiwon, Chungnam 339-701, Korea. kjhwang@wow.hongik.ac.kr
Abstract:
This paper deals with chiral enzymatic resolution of 4-arylthio-2-butanols by lipase to prepare potential intermediates of beta-lactam antibiotics. Among several lipases employed, lipase P type enzyme gave the highest ee value to prepare (R)-4-arylthio-2-butyl acetate. The enzymatic resolution of phenyl substituted alcohol (6a) using lipase P showed the highest ee value (99.7%) among those of 4-arylthio-2-butanol derivatives. Lipase P mediated hydrolysis of acylester 7a gave also (R)-alcohol 6a selectively. For determination of enantiomeric purity of these enzymatic resolved analytes, liquid chromatographic analysis was performed using two coupled Chiralcel OD and (R,R)-WhelkO chiral column.
More Related Videos
06:31Highly Stereoselective Synthesis of 1,6-Ketoesters Mediated by Ionic Liquids: A Three-component Reaction Enabling Rapid Access to a New Class of Low Molecular Weight Gelators
Published on: November 27, 2015
08:56Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions
Published on: November 30, 2022
Related Concept Videos
Racemic Mixtures and the Resolution of Enantiomers
Prochirality
Hydroboration-Oxidation of Alkenes
Alkylation of β-Ketoester Enolates: Acetoacetic Ester Synthesis
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
Conversion of Alcohols to Alkyl Halides