A robust synthesis of 7,8-didemethyl-8-hydroxy-5-deazariboflavin
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چکیده
منابع مشابه
A robust synthesis of 7,8-didemethyl-8-hydroxy-5-deazariboflavin
The biosynthetic precursor of redox cofactor F420, 7,8-didemethyl-8-hydroxy-5-deazariboflavin, was prepared in four steps from 6-chlorouracil, 2-chloro-4-hydroxybenzaldehyde and bis-isopropylidene protected D-ribose. The latter aldehyde was transformed to the corresponding protected ribitylamine via the oxime, which was submitted to reduction with LiAlH4. Key advantage compared to previous synt...
متن کاملIsolation and identification of 7,8-didemethyl-8-hydroxy-5-deazariboflavin, an unusual cosynthetic factor in streptomycetes, from Streptomyces lincolnensis.
A study of complementing lincomycin nonproducing mutants of Streptomyces lincolnensis resulted in the discovery of a low molecular weight compound that functions as a catalytic agent, lincomycin cosynthetic factor (LCF), in the biosynthesis of propylproline.^ This note reports the isolation and identification of LCF and its detection in fermentation broths of many actinomycetes. For the purific...
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Synthetic routes toward new 5-amino- and 5-hydroxy-3,3-difluoropiperidines, which are of high interest as building blocks in medicinal chemistry, are described. The key step involves the N-halosuccinimide-induced cyclization of 2,2-difluoro-4-pentenylamines toward 5-halo-3,3-difluoropiperidines, which were used to synthesize 5-amino-3,3-difluoropiperidine. In a second strategy, iodolactonizatio...
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We have developed a synthetic route for the preparation of a hybrid bisubstrate small molecule based on a nucleoside. A prototype compound was designed and docked into the catalytic domain of the AdSS enzyme bridging the region between the magnesium center of the protein to the nucleoside region. The synthesis involves coupling a brominated peptide fragment capable of complexing magnesium to a ...
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A short five steps synthesis of the title compound from vanillin is described. The racemic spiroether 7 was obtained in 61% yield and in >99% diastereomeric excess (by 1H-NMR) from the corresponding phenolic derivative 3 by oxidation with lead (IV) acetate.
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ژورنال
عنوان ژورنال: Beilstein Journal of Organic Chemistry
سال: 2016
ISSN: 1860-5397
DOI: 10.3762/bjoc.12.89