tert.-butoxycarbonyl-L-tyrosyl-D-phenylalanyl-glycine benzyl ester → tert.-butoxycarbonyl-L-tyrosyl-D-phenylalanyl-glycine

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Reaction Steps

23.0 g (40 mmoles) of the protected tripeptide ester obtained in Step 2 above are dissolved in 40 ml of methanol, and the mixture is hydrogenated in the presence of palladium-on-carbon catalyst. At the end of the reaction the catalyst is filtered off, washed with methanol, the filtrate and the wash are combined and evaporated under reduced pressure. The residue is triturated with diethyl ether, the solid is filtered off, washed with diethyl ether and dried in a vacuum desiccator. 17.45 g (89.8%) of tert.-butoxycarbonyl-L-tyrosyl-D-phenylalanyl-glycine are obtained; m.p.: 105°-110° C., Rf13 =0.2-0.3.

Provenance & Evidence