4-AMINO-BUTANOIC-ACID DERIVATIVES, PREPARATION AND USE

• Main Authors: DESCAMPS, MARCEL, VERSTRAETEN, WALTER
• Format: Patent
• Language: English; French
• Published: 15.03.1989
• Edition: 4
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

The invention relates to 4-amino-butanoic acid derivatives of general formula: in which: M represents an alkali metal atom, R represents a protected amino group, R1 represents a labile group, R2 represents hydrogen, a branched- or straight-chain alkyl radical having from 1 to 6 carbon atoms, a lower methyloxyalkyl, a lower methylthioalkyl, a lower (lower alkyl)-aminoalkyl, a lower di-(lower alkyl)-aminoalkyl or a lower hydroxyalkyl radical or R2 represents one of the radicals of general formulae: Cy-A-, Cy-O-A'-, R-A'- or R3S-A'- in which: Cy represents an aromatic or alicyclic hydrocarbon radical or heterocyclic radical having one oxygen or sulphur atom or one or two nitrogen atoms, Cy being optionally mono-, di- or tri-substituted by radicals comprising hydroxy, lower alkyl, lower alkoxy, trifluoromethyl, nitro or halogeno radicals, A represents a single bond or a branched- or straight-chain alkylene radical having from 1 to 5 carbon atoms, A' represents a branched- or straight-chain alkylene radical having from 1 to 5 carbon atoms, R3 represents a S-protecting group. These compounds are useful as intermediate products more particularly for the final synthesis of (3S,4S)-3-hydroxy-4-amino-6-methyl-heptanoic acid or statine.