Synthesis of N-Protected Galactosamine Building Blocks from d-Tagatose via the Heyns Rearrangement

N-Acetyl-d-galactosamine (11), a very important naturally occurring building block of oligosaccharides, is easily accessible via the Heyns rearrangement of d-tagatose (3) with benzylamine. The short and efficient synthesis of various differently N-protected d-galactosamine derivatives is reported.

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Bibliographic Details
Published inJournal of carbohydrate chemistry Vol. 25; no. 1; pp. 33 - 41
Main Authors Wrodnigg, Tanja M., Lundt, Inge, Stütz, Arnold E.
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis Group 01.01.2006
Taylor & Francis
Subjects
Biochemistry & Molecular Biology
Chemistry
Chemistry, Organic
d-Galactosamine
Heyns rearrangement
Life Sciences & Biomedicine
N-Protected d-galactosamine building blocks
Physical Sciences
Science & Technology
D-galactosamine
CHEMICAL-SYNTHESIS
Heyns rearrangement
N-protected D-galactosamine building blocks
DERIVATIVES
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Summary:N-Acetyl-d-galactosamine (11), a very important naturally occurring building block of oligosaccharides, is easily accessible via the Heyns rearrangement of d-tagatose (3) with benzylamine. The short and efficient synthesis of various differently N-protected d-galactosamine derivatives is reported.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ISSN:0732-8303
1532-2327
DOI:10.1080/07328300500495795