Process for enzymatically producing either optically active...

Chemistry: molecular biology and microbiology – Process of utilizing an enzyme or micro-organism to destroy... – Resolution of optical isomers or purification of organic...

Reexamination Certificate

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C435S106000

Reexamination Certificate

active

07449325

ABSTRACT:
The present invention discloses a process which comprises selectively hydrolyzing one enantiomer of racemic mixtures of an N-substituted β-amino acid alkyl ester or N-substituted 2-homopipecolic acid ester represented by the formula (I):wherein Ar, R1, R2, R3, R4and R5are the same as defined in the specification,in the presence of a hydrolase to form an optically active ((R) or (S))—N-substituted β-amino acid or optically active ((R) or (S))—N-substituted 2-homopipecolic acid represented by the formula (II):and simultaneously to obtain an unreacted optically active ((S) or (R))—N-substituted β-amino acid alkyl ester or unreacted optically active ((S) or (R))—N-substituted 2-homopipecolic acid ester represented by the formula (III):which has a reverse steric absolute configuration to that of the compound represented by the formula (II).

REFERENCES:
patent: 5928933 (1999-07-01), Dicosimo et al.
patent: 0 144 980 (1985-06-01), None
patent: 10-33191 (1998-02-01), None
patent: WO-95/18134 (1995-07-01), None
Shun-Ichi Murahashi et al., “A Novel Oxidative Ring-Opening of Isoxazolidiens: Synthesis of Beta-Amino Acid Esters From Secondary Amines”, Tetrahedron Letters, 1988, vol. 29 (49), pp. 5949to 5952.

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