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Issue 23, 2014
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Protecting group free synthesis of urea-linked glycoconjugates: efficient synthesis of β-urea glycosides in aqueous solution

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Abstract

A method for the protecting group free synthesis of β-urea-linked glycoconjugates has been developed. The one step process, involving reactions between urea and D-glucose, N-acetyl-D-glucosamine or D-xylose in acidic aqueous solution, furnishes the corresponding β-urea glycosides in modest yields. This simple and efficient procedure is applicable to the synthesis of β-urea tethered amino acid–carbohydrate conjugates.

Graphical abstract: Protecting group free synthesis of urea-linked glycoconjugates: efficient synthesis of β-urea glycosides in aqueous solution

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Publication details

The article was received on 11 Dec 2013, accepted on 08 Mar 2014 and first published on 02 May 2014


Article type: Paper
DOI: 10.1039/C3OB42452A
Author version available: Download Author version (PDF)
Citation: Org. Biomol. Chem., 2014,12, 3924-3931
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    Protecting group free synthesis of urea-linked glycoconjugates: efficient synthesis of β-urea glycosides in aqueous solution

    Y. Ichikawa, T. Minami, S. Kusaba, N. Saeki, Y. Tonegawa, Y. Tomita, K. Nakano, H. Kotsuki and T. Masuda, Org. Biomol. Chem., 2014, 12, 3924
    DOI: 10.1039/C3OB42452A

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