Production of quinic acid derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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562508, 549362, C07D30700

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active

053959507

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.

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patent: 4940803 (1990-07-01), Mills et al.
Ichikawa, et al., Chemical Abstracts, vol. 116, No. 23, No. 236095z (1992).
Wynne et al CA 106(9) 64477a 1986.
Haslam, et al., "Synthesis and Properties of Some Hydboxycinnamoyl Esters of Quinic Acid," J. Chem. Soc. pp. 2137-2146 (1964).

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