Summary
An easy synthesis of N-protected amino acid esters, including tert-butyl esters, is described by the use of urethane N-protected carboxyanhydrides (UNCAs). Treating UNCAs with tert-butanol in the presence of potassium bicarbonate at 45°C yielded the corresponding N-protected amino acid tert-butyl esters in a very simple way. Benzyloxycarbonyl and tert-butyloxycarbonyl N-protected amino acid tert-butyl esters have been obtained by this procedure. Once more, this reaction showed the great reactivity of UNCAs.
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Chevallet, P., Fehrentz, JA., Kiec-Kononowicz, K. et al. Synthesis of chiral N-protected amino acid esters by the use of UNCAs. Lett Pept Sci 2, 297–300 (1996). https://doi.org/10.1007/BF00142242
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DOI: https://doi.org/10.1007/BF00142242