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https://hdl.handle.net/2440/37550
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DC Field | Value | Language |
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dc.contributor.author | Le Sann, C. | - |
dc.contributor.author | Abell, C. | - |
dc.contributor.author | Abell, A. | - |
dc.date.issued | 2002 | - |
dc.identifier.citation | Organic and Biomolecular Chemistry, 2002; 18(18):2065-2068 | - |
dc.identifier.issn | 1472-7781 | - |
dc.identifier.issn | 1364-5463 | - |
dc.identifier.uri | http://hdl.handle.net/2440/37550 | - |
dc.description | © Royal Society of Chemistry 2002 | - |
dc.description.abstract | A number of routes to 3-hydroxyiminodehydroquinate 4, one of the most potent inhibitors of type II dehydroquinase that is currently known, have been investigated. Methods based on the existing literature synthesis, i.e. oxime formation of a suitably C-4 and C-5 protected methyl 3-dehydroquinate derivative were initially studied. Benzoyl protection as in 11 did give the desired product but in low overall yield. An alternative BBA protection strategy starting with 7 was successful in generating a C-4/C-5 analogue of the desired oxime 4 in high yield. Further investigation revealed that it was unnecessary to protect the dehydroquinate precursor, hence the potassium salt corresponding to oxime 4 was simply synthesised as a single isomer from methyl dehydroquinate 10. | - |
dc.description.statementofresponsibility | Christine Le Sann, Chris Abell and Andrew D. Abell | - |
dc.language.iso | en | - |
dc.publisher | Royal Society of Chemistry | - |
dc.source.uri | http://dx.doi.org/10.1039/b206066c | - |
dc.title | A simple method for the preparation of 3-hydroxyiminodehydroquinate, a potent inhibitor of type II dehydroquinase | - |
dc.type | Journal article | - |
dc.identifier.doi | 10.1039/b206066c | - |
pubs.publication-status | Published | - |
dc.identifier.orcid | Abell, A. [0000-0002-0604-2629] | - |
Appears in Collections: | Aurora harvest Chemistry publications |
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