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Synthesis of 1,2-trans-2-Acetamido-2-deoxyhomoiminosugars

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Figshare2016-02-16 更新2026-04-29 收录
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https://figshare.com/articles/dataset/Synthesis_of_1_2_i_trans_i_2_Acetamido_2_deoxyhomoiminosugars/2238199
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The first synthesis of 1,2-trans-homoiminosugars devised as mimics of β-d-GlcNAc and α-d-ManNAc is described. Key steps include a regioselective azidolysis of a cyclic sulfite and a β-amino alcohol skeletal rearrangement applied to a polyhydroxylated azepane. The β-d-GlcNAc derivative has been coupled to serine to deliver an iminosugar C-amino acid. The two homoiminosugars demonstrate moderate glycosidase inhibition.
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2016-02-16
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