Accurate kinetic measurements of the rate constants for the acidolysis of five N-acetyl-N-(4-methoxybenzyl)-alfa,alfa-trialkyl glycine cyclohexyl amides in TFA were performed at 25.00 ºC and the reactions monitored by HPLC. The results were in all cases consistent with a first order behaviour with respect to the substrate. No direct correlation was obtained with this data between rate constant values and struct...
alpha,alpha-Dialkylglycines and their peptides have attracted considerable attention, as they show unique biological activities and very stable secondary structures. In previous work, we have reported that the amide bond at the C-terminus of a series of alpha,alpha-dialkylglycine derivatives such as Deg, Dpg, Dibg and Dbzg is labile to acid; cleavage was achieved by reaction with neat TFA, the products being ob...
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