Precipitation-induced asymmetric transformation of chiral...

Details Precipitation-induced asymmetric transformation of chiral... Precipitation-induced asymmetric transformation of chiral...

C - Chemistry, Metallurgy

07

C

C07C 227/34 (2006.01) C07C 229/34 (2006.01) C07F 9/30 (2006.01)

Patent

CA 2060051

ATC-0021 ABSTRACT The present invention provides a method for resolving a mixture of optically active isomers of an .alpha.-amino acid to obtain the preferred optically active isomer. The mixture of isomers is contacted with at least one chiral resolving agent in an organic acid, which is at least a partial solvent for the .alpha.-amino acid, and in the presence of a mineral acid, which is present in a quantity which does not protonate the NH2 functionality of the .alpha.-amino acid to an extent that diastereomer interconversion is substantially prevented, and in the presence of a catalytic amount of an aromatic aldehyde. The contacting results in simultaneous resolution of a desired diastereomer and interconversion of the remaining undesired diastereomer, to provide a very high yield of the desired diastereomer having a vexy high optical purity.

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