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Synthesis of side chain specifically deuterated (−)‐Δ 9 ‐tetrahydrocannabinols
Author(s) -
Nikas Spyros P.,
Thakur Ganesh A.,
Makriyannis Alexandros
Publication year - 2002
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.626
Subject(s) - chemistry , deuterium , resorcinol , side chain , hydrogen–deuterium exchange , scrambling , radiochemistry , organic chemistry , nuclear physics , hydrogen , physics , polymer , linguistics , philosophy
Abstract (−)‐Δ 9 ‐Tetrahydrocannabinols specifically deuterated at the n ‐pentyl side chain were prepared using the corresponding resorcinols as key intermediates. To obtain the deuterated resorcinols we developed conditions under which no deuterium scrambling or loss was observed. The methodology allows for the preparative scale synthesis of deuterated resorcinols and corresponding (−)‐Δ 9 ‐tetrahydrocannabinols. Copyright © 2002 John Wiley & Sons, Ltd.