8059. Quinic Acid
Nomenclature
CAS number: 77-95-2
(1α,3R,4α,5R)-1,3,4,5-Tetrahydroxycyclohexanecarboxylic
acid; chinic acid; kinic acid; (-)-hexahydro-1,3,4,5-tetrahydroxybenzoic acid. C7H12O6; mol wt 192.17.
C 43.75%, H 6.29%, O 49.95%.
Description and references
Found in cinchona bark, particularly in South American barks; also in many other plants, such as tobacco leaves, carrot leaves, apples, peaches, pears, plums, etc. Structure and configuration: Fischer, Dangschat, Ber. 65, 1009 (1932). Total synthesis: Grewe et al., ibid. 87, 793 (1954); Smissman, Oxman, J. Am. Chem. Soc. 85, 2184 (1963). Stereospecific synthesis: Wolinsky et al., J. Org. Chem. 29, 3596 (1964). Review: Bohm, Chem. Rev. 65, 435 (1965).
