Abstract
A series of dipeptides having aliphatic side chains have been prepared in aqueous solution from alanine and valine NCA. An organic base was used to establish and maintain the pH. After the reaction the amounts of unreacted amino acid nucleophile and the overall yields in the reaction were determined. Our observations have led us to propose that NCA stability, the pKa of the amino acid nucleophile and the stability of the carbamate all can play an important role in determining synthetic yields during these preparations.
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