| 摘要 |
A process for the manufacture of novel unsaturated amino acid compounds The invention relates to a process for the manufacture of unsaturated amino acid compounds of formula (I), in which R1 is hydrogen, alkyl or hydroxy, R2 is hydrogen, alkyl, haloalkyl, hydroxyalkyl, lower alkoxyalkyl, aryl-lower alkyl, lower alkenyl, halogen or aryl, R3 is hydrogen, alkyl or aryl, R4 is hydrogen or alkyl, R5 is unsubstituted carboxy or esterified or amidated carboxy, R6 is an amino group that is unsubstituted or substituted by alkyl or by arylated alkyl, A is unsubstituted or alkyl-substituted .alpha.,.omega.-alkylene having from 1 to 3 carbon atoms (C-atoms) or is a direct bond, and B is methylene or a bond, with the proviso that A is unsubstituted or alkyl-substituted .alpha.,.omega.-alkylene having from 1 to 3 C-atoms when B is a direct bond, and the salts thereof, characterised in that in a compound of formula (II), in which Z1 is free or protected hydroxy, Z2 is an R1 group or protected hydroxy, R5 is an R5 group or protected carboxy, Z6 is a protected group Z6, and R1, R2, R3, R4, R5, R6, A and B are as defined hereinbefore, the protected groups Z6 and, when applicable, Z1, Z2 and/or Z5 are freed by treatment with a tri-lower alkylhalosilane and, if desired, the resulting compound is converted into a different compound of formula I, a resulting mixture of optical isomers is resolved into the components and the desired isomer is separated off, and/or a resulting free compound is converted into a salt or a resulting salt is converted into the free compound or into a different salt. Also disclosed is a process for the manufacture of compounds of formula I, in which the substituents have the meanings given in the claims, that results directly in carboxylic acid lower alkyl esters of formula I (R5 = lower alkoxycarbonyl). The invention relates also to (2R)-E-2-amino-4-methyl-3-pentenoic acid ethyl ester as such or as a constituent of pharmaceutical compositions, |
