3',4',5'-TRIMETHOXY-SUBSTITUTED ANALOGS OF COCAINE, CIS-CINNAMOYLCOCAINE TRANS-CINNAMOYLCOCAINE AND TROPACOCAINE - CHARACTERIZATION AND QUANTITATION OF NEW ALKALOIDS IN COCA LEAF, COCA PASTE AND REFINED ILLICIT COCAINE

Four new alkaloids have been detected in South American coca leaf, coc a paste and refined illicit cocaine. The compounds 3',4',5'-trimethoxy cocaine (TMC), 3',4',5'-trimethoxytropacocaine (TMT), 3',4',5'-trimeth oxy-cis-cinnamoylcocaine (cTMCC) and 3',4',5'-trimethoxy-trans-cinnamo ylcocaine (tTMCC) were isolated from the coca leaf matrix and other al kaloids by toluene extraction followed by trap and ion-pair column chr omatography. The identity of each alkaloid was verified via comparison of its mass spectrum with a synthesized standard. All four alkaloids were quantitated in leaf, paste and refined samples at levels of less than 0.1% relative to cocaine via capillary gas chromatography-flame i onization detection (cGC-FID).