An improved synthesis of 10,11-didehydro Cinchona alkaloids.
A revised procedure for the conversion of the four major Cinchona alkaloids (quinine, quinidine, cinchonidine, and cinchonine) into their respective 10,11-didehydro derivatives is described. The reported protocol offers several advantages over a recently published synthetic route. These include (i) enhanced robustness (ii) ready scalability (iii) reduced operational complexity and number of steps (iv) chromatography-free work-up. In addition, toxic solvents were replaced by environmentally less problematic alternatives.
Kacprzak
Karol M
KM
Department of Analytical Chemistry and Food Chemistry, University of Vienna, Vienna, Austria.
Lindner
Wolfgang
W
Maier
Norbert M
NM
D002930:Cinchona Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008722:Methods; D015394:Molecular Structure; D011802:Quinidine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D011803:Quinine / Q000031:analogs & derivatives / Q000138:chemical synthesis / Q000737:chemistry; D013237:Stereoisomerism
D002930:Cinchona Alkaloids; C041622:cinchonidine; D011803:Quinine; D011802:Quinidine; C010086:cinchonine