A Facile and Efficient Multi-Gram Synthesis of N-Protected 5-(Guanidinocarbonyl)-1H-pyrrole-2-carboxylic Acids

作者: Carsten Schmuck , Volker Bickert , Michael Merschky , Lars Geiger , Daniel Rupprecht

DOI: 10.1002/EJOC.200700756

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摘要: The synthesis of two versatile building blocks for supramolecular anion binding motifs, 5-(N-Boc-guanidinocarbonyl)-1H-pyrrole-2-carboxylic acid (1) and 5-(N-Cbz-guanidinocarbonyl)-1H-pyrrole-2-carboxylic (2) is reported. Using these blocks, a guanidiniocarbonyl-pyrrole site can easily be introduced into more complex molecules by using standard amide coupling conditions. Both syntheses performed on multi-gram scale. products are obtained in pure form stored as solids without decomposition. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)

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