Production of quinic acid derivatives
AssigneeNestec S.A.
InventorHuynh-Ba Tuong
Life of this patent
Estimating the term…
Abstract
1-, 5-O-mono- and 3,4-0-bis-substituted derivatives of quinic acid are prepared by reacting a derivative of a hydroxycinnamic acid of which the hydroxyl group(s) is/are protected with a quinic acid derivative to form an ester and the protective groups are then cleaved under controlled conditions of acidity and temperature. These conditions provide for regiospecificity of the esterification and enable any degradation of isomerization to be avoided. The process gives new quinides in high yields.
Claims7
A process for the production of 1- or 5-monosubstituted or 3,4-bis-substituted derivatives of quinic acid, in which a derivative of a hydroxycinnamic acid, of which the hydroxyl group(s) is/are protected, is reacted with a derivative of quinic acid to form an ester, after which the protective group(s) is/are cleaved, characterized in that, in the case of the 1-monosubstituted and 3,4-bis-substituted derivatives, the quinic acid derivative used is a quinide and in that the final quinic acid derivative is obtained by acidic hydrolysis of the quinide under controlled conditions and in that the protective group(s) is/are cleavable under controlled conditions of acidity and temperature, these controlled conditions providing for regiospecificity of the esterification and enabling any degradation or isomerization to be avoided.
Dependencies are inferred from the claim text.