Synthesis of mono N-trifluoroethylated cyclic dipeptides |
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Authors: | Darryl D. DesMarteau Changqing Lu |
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Affiliation: | Department of Chemistry, Clemson University, Clemson, SC 29634-0973, USA |
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Abstract: | Trifluoroethylated N-termini in linear dipeptides l-TyrXOR [X = Gly, d-Ala, l-Leu, l-Phe, and l-Glu; R = H, Me, Et] exhibit sufficient nucleophilicity to give piperazine-2,5-dione ring formation through intramolecular cyclization reaction in acidic aqueous solutions. The reactions occur in high yield and with absolute configuration retention. |
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Keywords: | Trifluoroethylation Nucleophilicity Intramolecular cyclization Cyclic dipeptide |
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