Acetaldehyde → HCID 13049157, compound

Participants

Reaction Steps

According to a further embodiment of the present invention D-phenylalanine is submitted to hydrogenolysis in the presence of acetaldehyde, the resulting N-ethyl-D-phenylalanine is provided with a benzyloxycarbonyl protecting group, its 2,4,5-trichlorophenyl ester is formed, then it is condensed with L-proline. The N-benzyloxycarbonyl-N-ethyl-D-phenylalanyl-L-proline obtained is coupled by the mixed anhydride method to Nω -benzyloxycarbonyl-L-arginine lactam. The protected tripeptide lactam obtained is reduced by lithium aluminum hydride to N-benzyloxycarbonyl-N-ethyl-D-phenylalanyl-L-prolyl-Nω-benzyloxycarbonyl-L-arginine-aldehyde, the protecting groups are removed by hydrogenolysis in the presence of sulfuric acid and the resulting N-ethyl-D-phenylalanyl-L-prolyl-L-arginine-aldehyde sulfate is isolated.

Provenance & Evidence