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- W2054123079 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." @default.
- W2054123079 created "2016-06-24" @default.
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- W2054123079 date "2002-08-16" @default.
- W2054123079 modified "2023-10-16" @default.
- W2054123079 title "A simple method for the preparation of 3-hydroxyiminodehydroquinate,The IUPAC name for 3-hydroxyiminodehydroquinate is (1S,4R,5R)-1,4,5-trihydroxy-3-(hydroxyimino)cyclohexane-1-carboxylate. a potent inhibitor of type II dehydroquinase" @default.
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- W2054123079 doi "https://doi.org/10.1039/b206066c" @default.
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