Resolution of racemic amino acids

Details Resolution of racemic amino acids Resolution of racemic amino acids

1982-01-08

1983-04-12

Trousof, Natalie

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acids and salts thereof

548344, 548498, 548535, 560 38, 560 39, 560 43, 562402, C07B 1900

Patent

active

043799418

ABSTRACT:
Racemic amino acids can be readily resolved by conversion to their diastereomeric esters of an optically active 2-isopropyl-5-methylcyclohexanol and separating the diastereomers by chromatography. It has been observed that the separation of the diastereomeric esters is relatively insensitive to the support or the solvent used as eluant. Thus, satisfactory separation occurs under a broad variety of conditions. The optically active amino acid can be obtained by base catalyzed hydrolysis of the purified diastereomer with high optical purity.

REFERENCES:
patent: 2388688 (1945-11-01), Hass
patent: 3305591 (1967-02-01), Epstein et al.
patent: 3422135 (1969-01-01), Yamada et al.
"Advances in Chromatography," 16 176-183, (1978).
Halpern and Westley, Chem. Comm., 421, (1965).
Harada and Hayakawa, Bull. Chem. Soc. Japan, 37, 191 (1964).

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