METHOD OF SYNTHESIS OF N-CARBOXYANHYDRIDES OR URETHANE-PROTECTED N-THIOCARBOXYANHYDRIDES Russian patent published in 1994 - IPC

FIELD: organic chemistry, peptides. SUBSTANCE: products: N-carboxyanhydrides or N-thiocarboxyanhydrides of urethane-substituted amino- acids of the general formula , where R - H; R′ - a lower alkyl, which is unsubstituted or substituted with amino-group, hydroxy-group, NH-C(=NH)NH₂-group or R′ = , benzyl or cycloalkyl; Z = 0,8, lower alkyl, which is unsubstituted or substituted with aryl. Reagent 1: N-carboxyanhydride or N-thiocarboxyanhydride of the general formula . Reagent 2: R″-O-C(=O)-X - O-C(= O)-X, where X - halide. Process is carried out in inert solvent under anhydrous conditions, in the presence of tertiary amine, for example, N-methylmorpholine. The end product is isolated by crystallization. Synthesized compounds are used in peptide chemistry, for synthesis of peptide and protein chains. They show high reaction capability and do not contain undesirable by-side products. EFFECT: improved method of synthesis. 3 cl