2,3-Dehydrococaine: not a direct precursor of cocaine in Erythroxylum coca.

  title={2,3-Dehydrococaine: not a direct precursor of cocaine in Erythroxylum coca.},
  author={Edward Leete},
  journal={Journal of natural products},
  volume={50 1},
  • E. Leete
  • Published 1987
  • Chemistry, Biology
  • Journal of natural products
(+/-)-3-[4(-3)H]Benzoyloxy-2-[carbonyl-13C, 14C]carbomethoxy-2-tropene (2,3-dehydrococaine) was synthesized from Ba [13C, 14C]CO3 and [4(-3)H]benzoic acid. This labeled compound (3H/14C 0.65) was administered to Erythroxylum coca plants for 3 and 15 days. After these times, cocaine was isolated and was found to have a 3H/14C ratio quite different from the administered dehydrococaine (3.0 and 10.6 for the 3- and 15-day feeding experiments, respectively). Degradations of the cocaine indicated… 
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