C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
260/233, 260/233
C07H 5/02 (2006.01) A01N 43/16 (2006.01) A23K 1/16 (2006.01) A23L 1/226 (2006.01) A23L 1/236 (2006.01) C07H 13/04 (2006.01) C07H 13/08 (2006.01) C07H 15/04 (2006.01)
Patent
CA 1124715
ABSTRACT OF THE DISCLOSURE A process for the preparation of a 2-chloro-2-deoxy- mono-, di- or oligo-saccharide, comprises reaction of a mono-, di- or oligo-saccharide derivative having a free hydroxy group in at least 2- position and having the hydroxy group in at least the 1- and 3- positions protected from chlorination, with sulphuryl chloride in the presence of an organic base in a chlorinated hydrocarbon solvent at a temperature below -40°C to form a chlorosulphate derivative with a chlorosul- phate derivative is then reacted with lithium chloride in the presence of hexamethylphosphoric triamide to replace chloro- sulphate groups with chlorine atoms to form a chlorodeoxy derivative, which chlorodeoxy derivative is then freed of unwanted protecting groups. The 2-chloro-2-deoxy-mono- saccharides produced by the process of the present invention may be used in the preparation of pharmaceutically active compounds, i.e. 2-deoxy-monosaccharides. The compound 2,6, 1', 6'-tetrachloro-2,6,1',6' tetradeoxy manno-sucrose of the invention a potent bittering agents. Other 2-chloro-manno- sucrose derivatives are useful in the preparation of the tetrachloro compound.
337730
Jenner Michael R.
Khan Riaz A.
Marks & Clerk
Tate & Lyle Patent Holdings Limited
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