3- and/or 4-substituted derivatives of quinic acid and a...

Details 3- and/or 4-substituted derivatives of quinic acid and a... 3- and/or 4-substituted derivatives of quinic acid and a...

C - Chemistry, Metallurgy

07

D

C07D 307/77 (2006.01) C07C 67/29 (2006.01) C07C 69/73 (2006.01) C07D 307/00 (2006.01)

Patent

CA 2101229

Abstract 3- and/or 4-substituted derivatives of quinic acid and a process for the production of 3- and/or 4-substituted derivatives of quinic acid 3- or 4-mono-, 1,3- or 1,4- or even 3,4-disubsti- tuted derivatives of quinic acid are produced by reac- tion of a hydroxycinnamic acid derivative, of which the phenol group(s) is/are protected with a quinic acid derivative, to form an ester and the different reactivi- ties of the OH functions in the 3 and 4 positions are used to carry out the esterification selectively under low temperature conditions, after which the protective groups are cleaved under controlled acidity and tempera- ture conditions. These conditions avoid any degradation or isomerization. The process enables new quinides to be obtained in high yields.

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