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

Abstract

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.

Keywords:

• Heyns rearrangement
• d‐Galactosamine
• N‐Protected d‐galactosamine building blocks

Acknowledgment

Glycogroup appreciates financial support by the Austrian Fonds zur Förderung der Wissenschaftlichen Forschung (FWF), Vienna, Project P‐13593 CHE.