Synthesis of L‐glycero‐α‐D‐manno‐heptopyranose‐containing disaccharide derivatives of the Neisseria meningitidis dephosphorylated inner‐core region

G. J.P.H. Boons*, G. A. van derMarel, J. H. van Boom, J. T. Poolman

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

Hydroxymethylation of correctly protected alkyl α‐D‐manno‐hexodialdo‐1,5‐pyranosides with [(isopropoxydimethylsilyl)methyl]magnesium chloride affords the corresponding silane intermediates, the isopropoxydimethylsilyl group of which can be unmasked with hydrogen peroxide. The L‐glycero‐α‐D‐manno‐heptopyranose (L‐α‐D‐Hepp) derivatives thus obtained can be subsequently used for the preparation of the disaccharides β‐D‐Glcp‐(1‐4)‐L‐α‐D‐Hepp‐OMe and β‐D‐Glcp‐(1‐4)‐L‐α‐D‐Hepp‐O‐(CH2)3NH2.

Original languageEnglish
Pages (from-to)339-343
Number of pages5
JournalRecueil des Travaux Chimiques des Pays‐Bas
Volume108
Issue number10
DOIs
Publication statusPublished - 1 Jan 1989
Externally publishedYes

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