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Synthesis of (L) α-2,4-Dinitrophenylhistidne

Abstract

THE reaction of histidine with 1 : 2 : 4-fluorodinitrobenzene (FDNB) could yield a di-substituted histidine and two mono-substituted histidines. Di-dinitrophenylhistidine has been prepared in pure form1–4, and although the isolation of a mono-dinitrophenylhistidine has been claimed1, neither physical constants nor proof of structure were given. Later workers have not been able to prepare either of the mono-substituted compounds in pure form4,5. Efforts to synthesize α-dinitrophenylhistidine were recently reported to have resulted in mixtures containing equal amounts of imidazole dinitrophenylhistidine and α-dinitrophenylhistidine5.

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RAMACHANDRAN, L., McCONNELL, W. Synthesis of (L) α-2,4-Dinitrophenylhistidne. Nature 176, 931–932 (1955). https://doi.org/10.1038/176931a0

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