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

ABSTRACT: A concise synthesis of benzimidazole-substituted ?-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 ?-amino acid-forming three-component reaction (3CR), the scope of which defines its role in the synthetic strategy.

SUBMITTER: Martin KS

PROVIDER: S-EPMC3566855 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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

Martin Kevin S KS Soldi Cristian C Candee Kellan N KN Wettersten Hiromi I HI Weiss Robert H RH Shaw Jared T JT

Beilstein journal of organic chemistry 20130206

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 s ...[more]

PMID: 23400429

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