A novel product from Beckmann rearrangement of erythromycin A 9(E)-oxime

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Abstract

Beckmann rearrangement of erythromycin A 9(E)-oxime with toluenesulfonyl chloride in ethyl ether at -45°C generates 9,11-imino ether IV which leads to azithromycin. The 9,11-imino ether can also be readily obtained from isomerization of its isomer 6,9-imino ether III. © 1994.

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Yang, B. V., Goldsmith, M., & Rizzi, J. P. (1994). A novel product from Beckmann rearrangement of erythromycin A 9(E)-oxime. Tetrahedron Letters, 35(19), 3025–3028. https://doi.org/10.1016/S0040-4039(00)76818-3

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