Alkylation of amino acids

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acids and salts thereof

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C07C22900

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active

060751649

ABSTRACT:
This invention provides improvements in certain processes for alkylating amino acids whereby yields based on amino acid are improved. More specifically, the invention provides a process for the preparation of amino acid derivatives in free acid or salt form, in which the nitrogen atoms of two or more amino acid molecules are linked by a hydrocarbyl or substituted hydrocarbyl group, which comprises reacting, in an aqueous medium at a pH in the range 7-14, a compound of the formula X-A-Y where X and Y are halo atoms which may be the same or different and A is a hydrocarbyl or substituted hydrocarbyl group, in which X and Y are attached to aliphatic or cycloaliphatic carbon atoms, with an amino acid (or salt thereof), wherein the reaction is carried out in the presence of dissolved cations of an alkaline earth metal or of a transition metal and/or wherein the unreacted amino acid is recovered and recycled.

REFERENCES:
patent: 5550285 (1996-08-01), Layman
patent: 5554791 (1996-09-01), Lin
patent: 5587512 (1996-12-01), Lin
patent: 5849948 (1998-12-01), Patel
Neal, Inorganic Chemistry, vol. 7, pp. 2405-2412, 1958.
Greenstein, "Chemistry of Amino Acids," vol. 1, p. 3, 1961.

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