Reexamination of neomycin B degradation: efficient preparation of its CD and D rings as protected glycosyl donors |
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Authors: | Wu Baogen Yang Jun He Yun Swayze Eric E |
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Affiliation: | Ibis Therapeutics, a division of Isis Pharmaceuticals, Inc., 2292 Faraday Avenue, Carlsbad, CA 92008, USA. |
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Abstract: | The degradation of neomycin B was reexamined, and a novel protocol was established to prepare the properly masked neomycin CD ring as a glycol donor in excellent yield. Glycosylation of the CD ring with glycol acceptors provided a facile access to versatile intermediates that could be utilized to synthesize a variety of novel neomycin B mimetics for RNA recognition. [reaction: see text] |
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