Enzymatic acylation of amino acid esters using a carboxylic acid

Details Enzymatic acylation of amino acid esters using a carboxylic acid Enzymatic acylation of amino acid esters using a carboxylic acid

1998-06-25

2000-05-16

Saucier, Sandra E.

Chemistry: molecular biology and microbiology

Process of utilizing an enzyme or micro-organism to destroy...

Resolution of optical isomers or purification of organic...

435106, 435107, 435108, 435109, 435110, 435113, 435114, 435115, 435116, C12P 1304, C12P 1324, C12P 1322, C12P 1314, C07C 104

Patent

active

060636157

ABSTRACT:
Disclosed is a process for preparing acylated amino esters and a process for preparing optically active amino esters from racemic amino esters with a carboxylic ester as acylating agent, whose acid component has a halogen, nitrogen, oxygen or sulfur atom neighboring the carbonyl carbon atom, in the presence of a hydrolase selected from the group of amidase, protease, esterase and lipase, and subsequent separation of the enantioselectively acylated amino ester from the non-acylated other enantiomer of the amino ester.

REFERENCES:
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patent: 5728876 (1998-03-01), Balkenhohl et al.
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Kanerva et al., "Approach to Highly Enantiopure Beta-Amino Acid Esters by Using Lipase Catalysis in Organic Media", Tetrahedron Asymmetry, 7(6), 1996, 1705-1716.
Orsat et al., "Homocarbonates as Substrates for the Enantioselective Enzymatic Protection of Amines", J. Am. Chem. Soc., 118, 1996, 712-13.
Asensio et al., "Enzyme-mediates enantioselective acylation of secondary amines in organic solvents", Tetrahedron Letters, 32(33), 1991, 4197-4198.
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Tetrahedron: Asymmetry, vol. 8, No. 1, 37-40, 1997 Sanchez et al.

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