C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
260/227
C07H 5/04 (2006.01) C07H 3/06 (2006.01) C07H 5/06 (2006.01) C07H 11/02 (2006.01) C07H 13/08 (2006.01) C07H 15/04 (2006.01)
Patent
CA 1105011
"SYNTHESIS OF 2-AMINO-2-DEOXYGLYCOSES AND 2-AMINO-2-DEOXYGLYCOSIDES FROM GLYCALS" ABSTRACT OF THE DISCLOSURE 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 con- verted 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.
300489
Lemieux Raymond U.
Ratcliffe Robert M.
Chembiomed Ltd.
Johnson Ernest Peter
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