Process for the enantioselective production of .alpha.-alkylated

Details Process for the enantioselective production of .alpha.-alkylated Process for the enantioselective production of .alpha.-alkylated

1984-09-27

1986-04-29

Reamer, James H.

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

Organic compounds

Carboxylic acids and salts thereof

548301, 562574, 562575, 562442, 562440, 562426, 562556, 562444, 564193, 564278, C07C 9900

Patent

active

045858926

ABSTRACT:
.alpha.-Alkylated, acyclic .alpha.-aminocarboxylic acids of the formula ##STR1## where * represents a center of asymmetry, R.sup.1 is a lower alkyl, allyl, benzyl or substituted benzyl group and R.sup.2 is a lower alkyl, methoxymethyl, lower alkylmercaptoethyl, phenyl, phenyl substituted with alkyl or alkoxy, benzyl, or benzyl substituted with alkyl, alkoxy or halo are produced by an enantio-selective plural step process from the corresponding .alpha.-aminocarboxylic acid monomethyl or monoethyl amide. A particular advantage of the new process is that there can be produced from one educt-enantiomer, i.e. from an (S)- or an (R)-.alpha.-aminocarboxylic acid, selectively depending on the reaction conditions used the two enantiomeric forms of the desired .alpha.-alkyl-.alpha.-aminocarboxylic acid.

REFERENCES:
patent: 3721679 (1973-03-01), Singer
patent: 3835191 (1974-09-01), Wagner et al.
patent: 4275217 (1981-06-01), Duhamel et al.

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