| Efficient synthesis of 3-aminocyclobut-2-en-1-ones: squaramide surrogates as potent VLA-4 antagonists. | |
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MedLine Citation:
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PMID: 12816444 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A novel series of uniquely functionalized 3-aminocyclobut-2-en-1-ones has been prepared by facile condensation of a variety of cyclobuta-1,3-diones with a phenylalanine-derived primary amine. These systems subsequently lend themselves to substitution at C-2 by reaction with a variety of electrophilic reagents including N-halosuccinimides, sulfenyl chlorides, and Eschenmoser's salt. Compounds from this novel series are potent antagonists of VLA-4. [reaction: see text] |
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Authors:
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Stephen Brand; Benjamin C de Candole; Julien A Brown |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Organic letters Volume: 5 ISSN: 1523-7060 ISO Abbreviation: Org. Lett. Publication Date: 2003 Jun |
Date Detail:
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Created Date: 2003-06-20 Completed Date: 2003-11-24 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100890393 Medline TA: Org Lett Country: United States |
Other Details:
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Languages: eng Pagination: 2343-6 Citation Subset: IM |
Affiliation:
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Medicinal Chemistry, Celltech Group plc, 216 Bath Road, Slough SL1 4EN, UK. |
Export Citation:
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APA/MLA Format Download EndNote Download BibTex |
| MeSH Terms | |
Descriptor/Qualifier:
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Cyclobutanes
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chemistry*,
pharmacology* Indicators and Reagents Integrin alpha4beta1 / antagonists & inhibitors* Ketones / chemical synthesis*, pharmacology* Phenylalanine / analogs & derivatives |
| Chemical | |
Reg. No./Substance:
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0/Cyclobutanes; 0/Indicators and Reagents; 0/Integrin alpha4beta1; 0/Ketones; 63-91-2/Phenylalanine |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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