Preparation of N-acetyl neuraminic derivatives
AssigneeBiota Scientific Management Pty Ltd.
InventorsMalcolm Chandler, Niall G. Weir
Life of this patent
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Abstract
Processes for the preparation of 4-substituted analogues of 5-acetylamino-2,3,5- trideoxy-D-glycero-D-galacto-non-2-enopyranosinic acid are described.
Claims17
A process for the preparation of a compound of formula (III)
- wherein Ac is acetyl
- which comprises the steps of
- (a) reacting a compound of formula (II) ##STR7## wherein Ac is acetyl with trimethylsilylazide in a protic solvent to give a compound of formula (I);
- ##STR8## (b) hydrolyzing the compound of formula (I) to give a compound of formula (4a) ##STR9## (c) hydrogenating the compound of formula (4a) or a protected derivative thereof in the presence of a poisoned catalyst followed by hydrolysis.
A process for the preparation of a compound of formula (I) ##STR10## wherein Ac is acetyl, which comprises reacting a compound of formula (II) ##STR11## wherein Ac is acetyl with trimethylsilylazide in a protic solvent.
A process for the preparation of a compound of formula (III) ##STR12## wherein Ac is acetyl, which comprises catalytic hydrogenation of a compound of formula (IV) ##STR13## wherein Ac is acetyl, R is H or C.sub.1-4 alkyl and R.sup.1 is H or a hydroxyl protecting group, followed where required by hydrolysis.
Dependencies are inferred from the claim text.