14131-62-5Relevant articles and documents
Synthesis of N-protected galactosamine building blocks from D-tagatose via the heyns rearrangement
Wrodnigg, Tanja M.,Lundt, Inge,Stuetz, Arnold E.
, p. 33 - 41 (2007/10/03)
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.
Sakuda, Shohei,Isogai, Akira,Matsumoto, Shogo,Akinori, Suzuki,Koseki, Koshi
, p. 2475 - 2478 (2007/10/02)
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
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, (2008/06/13)
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.