FIELD: organic chemistry.
SUBSTANCE: invention relates to chiral N-acetyl-alpha-amino acid salts and optically active beta-aminoalkylnitriles, in particular compound of formula IIa , wherein R is methyl, ethyl, n-propyl, isopropyl, n-butyl or isobutyl; Q is N-acetyl-alpha-amino acid. Also invention relates to method for conversion of racemic 3-amino-(C3-C7)-alkylnitrile of formula I to corresponding (R) isomer of formula IIf. Claimed method includes interaction of racemic 3-amino-(C3-C7)-alkylnitrile of formula I with N-acetyl-alpha-amino acid of formula Q in solvent. Also disclosed is method for conversion of R or S 3-amino-(C3-C7)-alkylnitrile to racemic 3-amino-(C3-C7)-alkylnitrile by interaction of R or S 3-amino-(C3-C7)-alkylnitrile with aqueous ammonia at 30-200°C. Composition useful as structure units in synthesis of optically active beta-amino acids, enriched with compound of formula IIa and compound of formula I, wherein Q is N-acetyl-alpha-amino acid; and R is as defined above also are disclosed.
EFFECT: new method for separation of 3-aminoalkylnitryles.
2 dwg, 8 ex
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Authors
Dates
2007-10-27—Published
2004-10-18—Filed