Synthesis of N-Methylpyrrole and N-Methylimidazole amino acids suitable for solid-phase synthesis

David Jaramillo, Qi Liu, Janice R. Aldrich-Wright, Yitzhak Tor

    Research output: Contribution to journalArticle

    27 Citations (Scopus)

    Abstract

    New and higher yielding synthetic routes to N-protected N-methylpyrrole and N-methylimidazole amino acids are introduced to circumvent difficulties associated with established schemes. Key steps in each synthesis include copper-mediated cross-coupling reaction to directly install a carbamate-protected 4-amine in the N-methylpyrrole derivative and effective nitration followed by a one-pot reduction/Boc protection of the amine in the synthesis of the N-Me-imidazole amino acid.
    Original languageEnglish
    Number of pages3
    JournalJournal of Organic Chemistry
    Publication statusPublished - 2004

    Keywords

    • N-methylimidazole
    • N-protected N-methylpyrrole
    • amino acids

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