| A practical synthesis of m-prostaglandin E synthase-1 inhibitor MK-7285. | |
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MedLine Citation:
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PMID: 19777997 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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A practical, kilogram-scale chromatography-free synthesis of mPGE synthase I inhibitor MK-7285 is described. The route features a convergent assembly of the core phenanthrene unit via amide-directed ortho-metalation and proximity-induced anionic cyclization, followed by imidazole synthesis and late-stage cyanation. |
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Authors:
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Francis Gosselin; Stephen Lau; Christian Nadeau; Thao Trinh; Paul D O'Shea; Ian W Davies |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: The Journal of organic chemistry Volume: 74 ISSN: 1520-6904 ISO Abbreviation: J. Org. Chem. Publication Date: 2009 Oct |
Date Detail:
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Created Date: 2009-10-09 Completed Date: 2009-12-29 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 2985193R Medline TA: J Org Chem Country: United States |
Other Details:
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Languages: eng Pagination: 7790-7 Citation Subset: IM |
Affiliation:
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Department of Process Research, Merck Frosst Centre for Therapeutic Research, 16711 Route Transcanadienne, Kirkland, Qu??bec, Canada H9H 3L1. francis_gosselin@merck.com |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Cyclization Enzyme Inhibitors / chemical synthesis*, chemistry* Heterocyclic Compounds with 4 or More Rings / chemical synthesis*, chemistry* Intramolecular Oxidoreductases / chemistry* Molecular Structure |
| Chemical | |
Reg. No./Substance:
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0/Enzyme Inhibitors; 0/Heterocyclic Compounds with 4 or More Rings; 0/MK-7285; EC 5.3.-/Intramolecular Oxidoreductases; EC 5.3.99.3/prostaglandin-E synthase |
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