The total synthesis of antibiotic fortimicin B.
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概要
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The total synthesis of antibiotic fortimicin B (<B>1b</B>) is described. The sugar component of <B>1b</B>: 6-<I>epi</I>-purpurosamine B was converted to the sugar chloride: 2,6-bis(2,4-dinitrophenylamino)-2,3,4,6,7-pentadeoxy-β-L-<I>lyxo</I>-heptopyranosyl chloride (<B>5</B>). The aminocyclitol component of <B>1b</B>: fortamine B was also converted to the partially protected aglycone (<B>9</B>). The condensation of aglycone <B>9</B> with the sugar chloride <B>5</B> gave the desired condensation product in 37% yield. The analogous condensation of the DL-form of the aglycone with <B>5</B> afforded the same condensation product in 19% yield, it was then converted to <B>1b</B> by step-by-step hydrolysis.
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