Synthesis and NMR characteristics of N‐acetyl‐4‐nitro,N‐acetyl‐5‐nitro,N‐acetyl‐6‐nitro and N‐acetyl‐7‐nitrotryptophan methyl esters |
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| Authors: | Russell R King Larry A Calhoun |
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| Institution: | 1. Potato Research Centre, Agriculture and Agric‐Food Canada, PO Box 20280, Fredericton, NB, Canada, E3B 4Z7;2. Department of Chemistry, University of New Brunswick, PO Box 4400, Fredericton, NB, Canada E3B 5A3 |
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| Abstract: | N‐acetyl‐4‐nitrotryptophan methyl ester (2), N‐acetyl‐5‐nitrotryptophan methyl ester (3), N‐acetyl‐6‐nitrotryptophan methyl ester (4) and N‐acetyl‐7‐nitrotryptophan methyl ester (5) were synthesized through a modified malonic ester reaction of the appropriate nitrogramine analogs followed by methylation with BF3‐methanol. Assignments of the 1H and 13C NMR chemical shifts were made using a combination of 1H–1H COSY, 1H–13C HETCOR and 1H–13C selective INEPT experiments. Copyright © 2008 Crown in the right of Canada. Published by John Wiley & Sons, Ltd |
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| Keywords: | NMR 1H NMR 13C NMR nitroindoles nitrotryptophans |
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