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Synthesis of deuterium labelled cocaine and pseudococaine
Author(s) -
Casale J. F.,
Lewin A. H.,
Raney H. T.,
Cooper D. A.
Publication year - 1991
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580290311
Subject(s) - chemistry , tropane , deuterium , ring (chemistry) , stereochemistry , radiochemistry , organic chemistry , nuclear physics , physics
Cocaine and pseudococaine were mass‐labelled with deuterium at various positions on the tropane ring. The synthetic procedures followed were adaptations of those previously published for the unlabelled compounds. The isotopic purity was greater than 95% for 2‐[ 2 H]–, 4,4‐[ 2 H 2 ]‐, and 1,5,6,6,7,7‐[ 2 H 6 ]‐cocaine and 3‐ [ 2 H]‐, 4,4‐[ 2 H 2 ]‐, and 1,5,6,6,7,7‐[ 2 H 6 ]‐pseudococaine, while that of 3‐[ 2 H]‐cocaine exceeded 90%.