The purpose of this paper is to report the synthesis and characterization of the previously unreported 1--sulfonamido-2-(4'-nitrophenoxy)-5-methylbenzene, a trisubstituted diphenyl ether derivative. 1H NMR (CF3COOH) d 2.50 (3 H, methyl5, s), 7.13 (2 H, H2', H6', d, J ~ 9.0 Hz), 7.27 (1 H, H4, d, J ~ 9.0 Hz), 7.60 (1 H, H3, d, J ~ 9.6 Hz), 7.95 (1 H, H6, s), 8.38 (2 H, H3', H5', J ~ 9 Hz). Diphenyl ethers are structural elements found in medicinally useful antibiotics such as vancomycin as well as in biological toxins in the environment such as dioxins. The reported compound serves as a useful advanced intermediate in the synthesis of these biologically active molecules. A multistep synthesis of this molecule has been designed by retrosynthetic analysis as part of an ongoing program aimed at a function-oriented, multi-step economical synthesis of vancomycin lead antibiotics.

Synthesis and structure of 1-sulfonamido-2-(4'-nitrophenoxy)-5-methylbenzene

243rd National Meeting (2012)

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