Benzyl glycinate → BOC-Ala-Gly-OBzl

Beteiligte Stoffe

Reaktionsschritte

19.3 Parts N-t-butoxycarbonyl-L-alanine 2,4,5-trichlorophenyl ester and 9.7 parts glycine benzyl ester are dissolved in 200 parts methylene chloride and the resulting solution is stirred overnight at room temperature. Removal of the solvents under reduced pressure affords crude N-t-butoxycarbonyl-L-alanylglycine benzyl ester which is purified by low pressure column chromatography. The purified blocked dipeptide is then dissolved in 50 parts dioxane and stirred with a 10 fold excess of 2 N HCl in dioxane for 15 minutes. The solvent is removed by evaporation under reduced pressure to give, after trituration with ethyl ether, L-alanylglycine benzyl ester hydrochloride. This compound is represented by the following formula

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