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1 article(s) from Emmanuel, Khalisha A

Synthesis of monophosphorylated lipid A precursors using 2-naphthylmethyl ether as a protecting group

Jundi Xue,
Ziyi Han,
Gen Li,
Khalisha A. Emmanuel,
Cynthia L. McManus,
Qiang Sui,
Dongmian Ge,
Qi Gao and
Li Cai

Beilstein J. Org. Chem. 2020, 16, 1955–1962, doi:10.3762/bjoc.16.162

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Figure 1: Chemical structures of hexa-acylated Escherichia coli lipid A, monophosphorylated lipid X (the redu...

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Scheme 1: Enantioselective synthesis of Nap-protected (R)-3-hydroxytetradecanoic acid (7). Conditions: (a) Me...

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Scheme 2: Synthesis of monoacylated glucosamine building blocks. Conditions: (a) NaHCO₃, TrocCl, H₂O, 0 °C, 9...

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Scheme 3: Synthesis of lipid X monosaccharide 1. Conditions: (a) Zn, AcOH, CH₂Cl₂, rt; (b) acid 7, EDC·HCl, D...

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Scheme 4: Synthesis of the disaccharide lipid A precursor 2. Conditions: (a) TfOH, 4 Å MS, dry CH₂Cl₂, 94%; (...

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Letter

Published 10 Aug 2020

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