N-trifluoroacyl lysine derivatives in the synthesis of L-Lysyl-L-glutamic acid

作者：Cherevin M S; Gulevich T G; Popova L A; Zubreichuk Z P; Knizhnikov V A^*

来源：Russian Journal of Organic Chemistry, 2007, 43(10): 1427-1431.

DOI：10.1134/S1070428007100028

Conditions were developed for simultaneous preparation of N-(a) over circle-trifluoroacetyl-L-lysine and N alpha, N-(a) over circle-bis( trifluoroacetyl)-L-lysine at overall conversion of initial lysine monohydrochloride up to 82%. By reaction of dimethyl L-glutamate with N-alpha, N-(a) over circle- bis(trifluoroacetyl)-L-lysyl chloride in the presence of triethylamine or with Na-carboxyanhydride of N-(a) over circle-trifluoroacetyl-L- lysine with subsequent removing protecting groups in the formed dipeptides by treating with water-ethanol solution of sodium hydroxide we obtained L-lysyl-L-glutamic acid. Physicochemical characteristics of samples obtained coincided with characteristics of L-lysyl-L-glutamic acid described in the literature thus suggesting that no racemization occurred either at the stage of peptide bond formation or at deprotection.

• 出版日期2007-10