Articles written in Journal of Chemical Sciences
Volume 120 Issue 1 January 2008 pp 163-173
Propargyloxycarbonyl group is used as a protecting group for the hydroxyl groups of serine, threonine and tyrosine. The propargyloxycarbonyl derivatives of these hydroxy amino acids are stable to acidic and basic reagents commonly employed in peptide synthesis. The deprotection of the 𝑂-Poc derivatives using tetrathiomolybdate does not affect commonly used protecting groups such as 𝑁-Boc, 𝑁-Cbz, 𝑁-Fmoc, methyl and benzyl esters. The di- and tripeptides synthesized using 𝑂-Poc derivatives of serine, threonine and tyrosine are stable, isolable compounds and give the hydroxy peptides in good yields when treated with tetrathiomolybdate.
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