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Beilstein-Institut, Beilstein Journal of Organic Chemistry, (9), p. 1867-1872, 2013

DOI: 10.3762/bjoc.9.218

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Synthesis of mucin-type O-glycan probes as aminopropyl glycosides

Journal article published in 2013 by David Benito-Alifonso, Rachel A. Jones, Anh-Tuan Tran, Hannah Woodward ORCID, Nichola Smith, M. Carmen Galan ORCID
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The chemical synthesis of a series of mucin-type oligosaccharide fragments 1–7 containing an α-linked aminopropyl spacer ready for glycoarray attachment is reported. A highly convergent and stereoselective strategy that employs two different orthogonal protected galactosamine building blocks was used to access all of the targets. A tandem deprotection sequence, that did not require chromatography-based purification between steps, was employed to globally unmask all protecting groups and all final targets were isolated in good to excellent yields.