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G. Verardo and A. Gorassini α-N-Protected dipeptide acids: a simple and efficient synthesis via the easily accessible mixed anhydride method using free amino acids in DMSO and tetrabutylammonium hydroxide Journal of Peptide Science 19

Version of Record online: 14 MAR 2013 | DOI: 10.1002/psc.2503

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An easy synthesis of α-N-protected dipeptide acids by the coupling reaction of the mixed anhydride of an α-N-protected amino acid with a DMSO solution of the free amino acid and TBA–OH was developed. The present method was also applied to amino acids bearing unprotected no basic functional groups. The basic lysine was able to engage two molecules of mixed anhydride giving the corresponding isotripeptide. The applicability of this protocol for the synthesis of tri- and tetrapeptides was tested.

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