𝔖 Bobbio Scriptorium
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Synthesis of deuterium labeled cannabinoids

✍ Scribed by Ali R. Banijamali; Nageh Abou-Taleb; Cornelis J. Van Der Schyf; Avgui Charalambous; Alexandros Makriyannis


Publisher
John Wiley and Sons
Year
1988
Tongue
French
Weight
369 KB
Volume
25
Category
Article
ISSN
0022-2135

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✦ Synopsis


Several methods for the specific deuteration of cannabmoids are described. Deuteration of the phenolic ring was accomplished by treatment with BF, .Et10 followed by quenching with a solution of Na, CO, in Da 0 resulting in deuterium incorporation in both the 2 and 4 positions. Regioselective incorporation of deuterium into either the 2 or 4 position of A*-THC was achieved using Florisil spiked with either D,O or H,O. Deuteration at positions 8, 10 and I1 was achieved by addition of DCI gas to the appropriate tetrahydrocannabinol to form 9-chlorohexahydrocannabmol labeled at either of the above positions, followed by elimination of hydrogen-or deuterium chloride with potassium-ten-amylate. W irradiation of specifically labeled Aa -THC gave the correspondingly labeled A9.II -THC.


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