From bead to flask: Synthesis of a complex β-amido-amide for probe-development studies

A concise synthesis of benzimidazole-substituted β-amido-amide LLW62 is presented. The original synthesis of compounds related to LLW62 was developed on Rink resin as part of a “one-bead, one-compound” combinatorial approach for on-bead screening purposes. The current synthesis is carried out in sol...

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Bibliographic Details
Main Authors: Kevin S. Martin, Cristian Soldi, Kellan N. Candee, Hiromi I. Wettersten, Robert H. Weiss, Jared T. Shaw
Format: Article
Language:English
Published: Beilstein-Institut 2013-02-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.9.31
Description
Summary:A concise synthesis of benzimidazole-substituted β-amido-amide LLW62 is presented. The original synthesis of compounds related to LLW62 was developed on Rink resin as part of a “one-bead, one-compound” combinatorial approach for on-bead screening purposes. The current synthesis is carried out in solution and is amenable to scale-up for follow-up studies on LLW62 and investigations of related structures. The key step involves the use of a β-amino acid-forming three-component reaction (3CR), the scope of which defines its role in the synthetic strategy.
ISSN:1860-5397