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- W2068163757 abstract "The synthesis of specifically 15N labelled trans- and cis-isomers of bis-netropsins derived from 2-butene-1,4-dicarboxylate as the central linker, namely the (E)- and (Z)-forms of N-[2-[(3-amino-3-iminopropyl)(15N)aminocarbonyl]-1-methylpyrrole-4-aminocarbonyl]-1-methylpyrrole-4-yl],N′-[2-[2-[(3-amino-3-Iminopropyl)aminocarbonyl]-1-methylpyrrole-4-aminocarbonyl]-1-methylpyrrol-4-yl]-2-butenediamide (18 & 28) are described. A highly convergent synthetic route was adopted for the preparation of the trans-derivative starting from N-methyl-4-nitro-2-trichloroacetylpyrrole and fumaroyl chloride. The most efficient methods of coupling aminopyrrole intermediates with activated carboxylic acid derivatives were utilized and the 15N-labelled moleties were Incorporated In the later stages of the synthesis. The preparation of the cis-derivative, starting with maleic anhydride, required a modification of the above strategy due to the nature of products formed upon Initial coupling with aminopyrrole derivatives. 1H- and 15N-NMR were used to fully characterize the final products. The 1H NMR experiment allowed the assignment of an intramolecular hydrogen bond for the cis bis-netropsin 28." @default.
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- W2068163757 date "1995-04-01" @default.
- W2068163757 modified "2023-09-23" @default.
- W2068163757 title "Synthesis and NMR characterization of selectively 15N-labelled trans- and cis-butenediamido-linked bis-netropsins" @default.
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- W2068163757 doi "https://doi.org/10.1002/jlcr.2580360407" @default.
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