Synthetic studies of rifamycins. VII. A facile synthesis of the aromatic chromophore of rifamycin S through a rifamycin W aromatic segment.
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The intact aromatic chromophore of rifamycin S, 7-amino-2,5-dihydroxy-2,4-dimethyl-naphtho[2,1-<I>b</I>]furan-1,6,9(2<I>H</I>)-trione, was synthesized through the rifamycin W aromatic segment, 1-[5,8-dimethoxy-2,4-bis(methoxymethoxy)-3-methyl-6-nitro-1-naphthyl]-1-propanone which was prepared in 9 steps and 29.6% overall yield from 2,6-bis(benzyloxy)-3,5-dibromotoluene and furan.
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- Synthetic studies of rifamycins. VII. A facile synthesis of the aromatic chromophore of rifamycin S through a rifamycin W aromatic segment.