Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Chemistry – A European Journal called Total synthesis of potent antifungal marine bisoxazole natural products benzazoles A and B, Author is Bull, James A.; Balskus, Emily P.; Horan, Richard A. J.; Langner, Martin; Ley, Steven V., which mentions a compound: 118994-89-1, SMILESS is O=C(C1=CN=CO1)OCC, Molecular C6H7NO3, Safety of Ethyl oxazole-5-carboxylate.
The bengazoles are a family of marine natural products that display potent antifungal activity and a unique structure, containing two oxazole rings flanking a single carbon atom. Total syntheses of benzazole A and B are described, which contain a sensitive stereogenic center at this position between the two oxazoles. Addnl., the synthesis of 10-epi-benzazole A is reported. Two parallel synthetic routes were investigated, relying on construction of the 2,4-disubstituted oxazole under mild conditions and a diastereoselective 1,3-dipolar cycloaddition Our successful route is high yielding, provides rapid access to single stereoisomers of the complex natural products and allows the synthesis of analogs for biol. evaluation.
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