Method for preparing optically-active amino acid derivatives

Details Method for preparing optically-active amino acid derivatives Method for preparing optically-active amino acid derivatives

1991-11-01

1993-06-15

Wityshyn, Michael G.

Chemistry: molecular biology and microbiology

Measuring or testing process involving enzymes or...

Involving hydrolase

435 24, C12Q 134, C12Q 137

Patent

active

052197310

ABSTRACT:
The invention relates to a method for enzymatically producing directly optically-active amino acid derivatives in high optical purity from oxazolone precursors. Thus, such a precursor is subjected to the presence of a catalytically effective amount of a selected enzyme in a mutual solvent. The cyclic precursor is enantioselectively cleaved by hydrolysis. Subsequently, the desired optically-active amino acid derivative is recovered. A preferred cyclic precursor is a 5(4H)-oxazolone compound and a preferred enzyme is a lipase. Either aqueous or organic solvent media can be used.

REFERENCES:
McGahren et al. Tetrahedron 23, 2017 (1967).
Chibata et al., J. Appl. Microbiol., 13, 638 (1965).
T. Fukumura Agric. Biol. Chem. 41, 1321 & 1327 (1977).
de Jersey et al. Biochemistry 8, 1967 (1969).
Sih et al. J Indus Micro, Suppl 3, Develop Ind Micro 29, 221-229, (1988).
Bevinakatti, H. S. et al., "Lipase-catalyzed Enantioselective . . . " J. Chem. Soc., Chem. Comm., 1990, pp. 1091-1029.
O'Donnell, M. J. et al., "Stereoselective Synthesis . . . ", JACS v. 111:6, pp. 2353-2355, 1989.
Daffe, V. et al. "Enantiomeric Enrichment . . . ", JACS v. 102:10, pp. 3601-3604, 1980.

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