An unusual picoline derivative from the trifluoroacetolysis of thiostrepton
β Scribed by Eleanor A. Merritt; Mark C. Bagley
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2007
- Tongue
- English
- Weight
- 403 KB
- Volume
- 44
- Category
- Article
- ISSN
- 0022-152X
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β¦ Synopsis
Abstract
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Trifluoroacetolysis of thiostrepton followed by treatment with methanol and aqueous sodium hydroxide led to the formation of Nβ(2βpicolinoyl)serine methyl ester, the first pyridineβcontaining compound isolated from the chemical degradation of thiostrepton.
π SIMILAR VOLUMES
This compound has been fully characterized spectrally, and the elemental composition has been established by high-resolution mass spectrometry andior combustion analysis. [7] The valence isomer of 7, a metallacyclobutene, may also be considered as an intermediate, but does not account for the produ
also reflected in redox potentials. The furochlorophin 1 b oxidizes to its li cation radical at 0.47 V and reduces at -1.25 V to the anion radical (determined by cyclic voltammetry. versus Ag/AgCl, in CH,CI,). In comparison with etiochlorin I,1121 1 b is easier to oxidize as well as to reduce by abo