Resolution of amino acids

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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562402, C07B 1900

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active

045335060

ABSTRACT:
A process for resolution of a mixture of D- and L- amino acids, selected from threonine (THR), asparagine (ASN), p-hydroxyphenylglycine p-toluene sulfonate (pHPGpTS) and glutamic acid hydrochloride (GLU), which crystallize in the form of a conglomerate, whereby the ratio of one desired enantiomorph to the other undesired enantiomorph of said amino acid is increased in the crystalline compound obtained, as compared to the ratio in the starting material, which process comprises forming a supersaturated solution of said mixture, adding another predetermined amino acid as additive, which has a molecular structure which resembles that of one of the enantiomers of said racemic mixture, said additive being a D-amino acid as an inhibitor of the growing D-amino acid when the L-amino acid is desired, or a L-amino acid when the D-amino acid is desired, and crystallizing part of the compound from said supersaturated solution. When GLU.HCl is resolved, the crystals can be separated as they have different morphological forms.

REFERENCES:
patent: 2790001 (1957-04-01), Purvis
patent: 2940998 (1960-06-01), Ogawa et al.
patent: 3660474 (1972-05-01), Chibata et al.
patent: 3933902 (1976-01-01), Watanabe et al.
patent: 4390722 (1983-06-01), Lahav et al.

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