Chemoenzymatic synthesis of enantiomerically enriched α-hydroxyamides

Journal of Molecular Catalysis B: Enzymatic

Volumn 47, Issue 3-4, 2007, Pages 125-128

  Szymanski, Wiktor ^a   Ostaszewski, Ryszard ^b  

^a WARSAW UNIVERSITY OF TECHNOLOGY   (Poland)

^b INSTITUTE OF ORGANIC CHEMISTRY   (Poland)

Author keywords

Hydroxyamides; Cosolvent effect; Enantioselectivity; Lipases; Passerini reaction

Indexed keywords

CHEMOENZYMATIC SYNTHESIS; COSOLVENT EFFECT; ENZYMATIC PROCESS; PASSERINI REACTION;

ENANTIOMERS; ENANTIOSELECTIVITY; HYDROLYSIS; HYDROPHOBICITY; LIPASES; SOLVENTS;

AMIDES;

ALCOHOL; ALPHA HYDROXYAMIDE; AMIDE; ENZYME; SOLVENT; TRIACYLGLYCEROL LIPASE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; ENANTIOMER; ENANTIOSELECTIVITY; ENZYME MECHANISM; HYDROLYSIS; HYDROPHOBICITY; PROCESS OPTIMIZATION; SYNTHESIS; WHEAT GERM;

TRITICUM AESTIVUM;

EID: 34447098178     PISSN: 13811177     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.molcatb.2007.04.007     Document Type: Article

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18. The configuration of the products of hydrolysis was assigned in a correlation study, as follows: commercially available, enantiopure (S)-phenylalanine was transformed into α-hydroxyacid with the retention of configuration via the formation of a diazo compound. Enantiomerically pure product was then coupled with p-methoxybenxylamine to give the (S) enantiomer of α-hydroxyamide 2