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9-BBN as a convenient protecting group in functionalisation of hydroxylysine
Umeå University, Faculty of Science and Technology, Chemistry.
Umeå University, Faculty of Science and Technology, Chemistry.
Umeå University, Faculty of Science and Technology, Chemistry.
2004 (Swedish)In: Tetrahedron, ISSN 0040-4020, Vol. 60, no 26, 5571-5 p.Article in journal (Refereed) Published
Abstract [sv]

9-BBN was used for regioselective protection of the α-amino and α-carboxyl groups of (5R)-5-hydroxy--lysine. The resulting 9-BBN complex was then employed in transformations such as N-Cbz protection, azido transfer, O-glycosylation, and O-silylation. Further manipulations led to improved methods for preparation of hydroxylysine and galactosylated hydroxylysine building blocks, suitable for direct use in peptide synthesis under standard Fmoc conditions.

Place, publisher, year, edition, pages
2004. Vol. 60, no 26, 5571-5 p.
Keyword [en]
Hydroxylysine, 9-BBN, Boroxazolidinone complex, Glycosylation
Identifiers
URN: urn:nbn:se:umu:diva-14196DOI: doi:10.1016/j.tet.2004.04.081OAI: oai:DiVA.org:umu-14196DiVA: diva2:153867
Available from: 2007-05-24 Created: 2007-05-24 Last updated: 2011-01-12Bibliographically approved

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Kihlberg, Jan

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