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Communication | Regular issue | Vol 27, No. 5, 1988, pp.1163-1166
Published online, 1st January, 1970
DOI: 10.3987/COM-88-4519
Alternative Syntheses of Azepinomycin

Tozo Fujii,* Tohru Saito, and Tetsunori Fujisawa

*Faculty of Pharmaceutical Scicences, Kanazawa University, 13-1 Takara-machi, Kanazawa 920-0934, Japan

Abstract

Three alternative syntheses of the antibiotic azepinomycin (XI) have now become feasible through a route starting from the monocycles Va-c and proceeding through the intermediates VIa-c, VIIa-c, VIIIa-c, IXa-c, and XIIa,b and 3-β-D-ribofuranosylazepinomycin (XIIc). The permutation IXa→ Xa→XI was also found to be feasible. The starting materials Va-c were readily prepared from IIa-c through IIIa-c and IVa-c.