Abstract
THE aminolysis of esters has already played a part in early attempts at peptide synthesis, as in the works of E. Fischer1. Fischer recognized that methyl esters react more readily than ethyl esters. Recently, H. Brockmann and H. Musso2 applied methyl esters of amino-acids to the preparation of peptides. The more reactive esters were not used, though the work of M. Gordon, J. G. Miller and A. R. Day3 shows that the speed of aminolysis of vinyl, and especially phenyl, esters of fatty acids is several magnitudes greater than that of the ethyl or methyl esters.
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References
Fischer, E., Ber., 39, 453 (1906). Fischer, E., and Suzuki, V., Ber., 38, 4173 (1905).
Brockmann, H., and Musso, H., Ber., 87, 581 (1954).
Gordon, M., Miller, J. G., and Day, A. R., J. Amer. Chem. Soc., 70, 1946 (1948).
Wieland, Th., Schäfer, W., and Bokelmann, E., Ann., 573, 99 (1951).
Harington, C. R., and Pitt Rivers, R. V., Biochem. J., 38, 417 (1944).
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BODÁNSZKY, M. Synthesis of Peptides by Aminolysis of Nitrophenyl Esters. Nature 175, 685 (1955). https://doi.org/10.1038/175685a0
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DOI: https://doi.org/10.1038/175685a0
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