Although substituted phenolic ester mediated peptide synthesis is an efficient and well established method, the
same via totally unsubstituted phenyl ester is not preferred due to the extremely slow rate of aminolysis. We have investigated
the scope of the unsubstituted phenyl ester as an intermediate in peptide bond formation and found that it may be
useful for the design of chemoselective peptide ligation when HOBt is used as an acyl transfer catalyst. The scope of
HOBt catalyzed, oxo ester mediated ligation is explored for the synthesis of oligopeptides containing a cysteine, serine
and threonine at the N-terminus of the ligating peptide.
Keywords: Amide synthesis, coupling reaction, oxo-ester ligation, peptide synthesis, phenyl ester.
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