6730-09-2

Upstream product

• 41847-61-4 (3S,4S,5R)-2-(hydroxymethyl)tetrahydropyran-2,3,4,5-tetrol 
• 887472-18-6 N-benzyl-D-tagatosylamine 
• 103782-08-7 allosamidin 

Downstream Products

• 20183-89-5 (3aR)-3-(3,4-dichloro-phenyl)-5t-((R)-1,2-dihydroxy-ethyl)-6t-hydroxy-(3ar,6ac)-hexahydro-furo[2,3-d]imidazole-2-thione 
• 29086-03-1 2-deoxy-2-(bromoacetamido)-D-mannose 
• 149038-33-5 (4S,5S)-4-(D-arabino-tetritol-1-yl)-1-(4-chlorophenyl)-5-hydroxyimidazolidin-2-one 
• 14086-92-1 1,3,4,6-tetra-O-acetyl-2-benzamido-2-deoxy-β-D-mannopyranose 
• 14086-92-1 1,3,4,6-tetra-O-acetyl-2-benzamido-2-deoxy-α-D-mannopyranose 
• 20318-87-0 (3aR)-6t-acetoxy-1-acetyl-5t-((R)-1,2-diacetoxy-ethyl)-3-(3,4-dichloro-phenyl)-(3ar,6ac)-hexahydro-furo[2,3-d]imidazole-2-thione 
• 1198593-82-6 (4S,5S)-5-hydroxy-1-phenyl-4-(D-arabino-tetritol-1-yl)imidazolidine-2-selone 

Relevant academic research and scientific papers

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. Copyright Taylor & Francis Group, LLC.

THE STRUCTURE OF ALLOSAMIDIN, A NOVEL INSECT CHITINASE INHIBITOR, PRODUCED BY STREPTOMYCES SP.

Allosamidin (1), a novel insect chitinase inhibitor, was isolated from the mycelium of Streptomyces sp. and characterized as 1, which was a basic pseudotrisaccharide consisting of 2-acetamido-2-deoxy-D-allose (N-acetyl-D-allosamine) and a novel aminocyclitol derivative(3), termed allosamizoline.

Synthesis of 2-amino-2-deoxyglycoses and 2-amino-2-deoxyglycosides from glycals

O-acetylated glycals react with ceric ammonium nitrate in the presence of sodium azide to provide, in good yield, O-acetylated 2-azido-2-deoxy glycosyl nitrates. These nitrates can be used to prepare 2-amino-2-deoxy sugars, such as D-galactosamine and lactosamine. The O-acetylated 2-azido-2-deoxy glycosyl nitrates can alternately be converted to O-acetylated 2-azido-2-deoxy glycosyl halides which are useful in the preparation of O-acetylated 2-azido-2-deoxy glycosides, which in turn can be reduced to 2-amino-2-deoxy glycosides. Of particular interest are the syntheses of 2-amino-2-deoxy glycosides which correspond to the terminal units of the antigenic determinant for the human A blood group. Attachment of these glycosides to a solid support provides immunoabsorbents which efficiently and preferentially absorb anti-A antibodies from blood plasma.