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...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2013-02-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.9.31 |
| _version_ | 1818733949059334144 |
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| author | Kevin S. Martin Cristian Soldi Kellan N. Candee Hiromi I. Wettersten Robert H. Weiss Jared T. Shaw |
| author_facet | Kevin S. Martin Cristian Soldi Kellan N. Candee Hiromi I. Wettersten Robert H. Weiss Jared T. Shaw |
| author_sort | Kevin S. Martin |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-12-17T23:57:35Z |
| format | Article |
| id | doaj.art-4641161af21f49e59a27eff44a39146d |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-17T23:57:35Z |
| publishDate | 2013-02-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-4641161af21f49e59a27eff44a39146d2022-12-21T21:28:02ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972013-02-019126026410.3762/bjoc.9.311860-5397-9-31From bead to flask: Synthesis of a complex β-amido-amide for probe-development studiesKevin S. Martin0Cristian Soldi1Kellan N. Candee2Hiromi I. Wettersten3Robert H. Weiss4Jared T. Shaw5Department of Chemistry, University of California, Davis, CA 95616, USADepartment of Chemistry, University of California, Davis, CA 95616, USADepartment of Chemistry, University of California, Davis, CA 95616, USAComparative Pathology Graduate Group, University of California, Davis, CA 95616, USAComparative Pathology Graduate Group, University of California, Davis, CA 95616, USADepartment of Chemistry, University of California, Davis, CA 95616, USAA 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.https://doi.org/10.3762/bjoc.9.31β-amino acidbenzimidazolemulticomponent reaction |
| spellingShingle | Kevin S. Martin Cristian Soldi Kellan N. Candee Hiromi I. Wettersten Robert H. Weiss Jared T. Shaw From bead to flask: Synthesis of a complex β-amido-amide for probe-development studies Beilstein Journal of Organic Chemistry β-amino acid benzimidazole multicomponent reaction |
| title | From bead to flask: Synthesis of a complex β-amido-amide for probe-development studies |
| title_full | From bead to flask: Synthesis of a complex β-amido-amide for probe-development studies |
| title_fullStr | From bead to flask: Synthesis of a complex β-amido-amide for probe-development studies |
| title_full_unstemmed | From bead to flask: Synthesis of a complex β-amido-amide for probe-development studies |
| title_short | From bead to flask: Synthesis of a complex β-amido-amide for probe-development studies |
| title_sort | from bead to flask synthesis of a complex β amido amide for probe development studies |
| topic | β-amino acid benzimidazole multicomponent reaction |
| url | https://doi.org/10.3762/bjoc.9.31 |
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