This paper describes the synthesis of deuterium‐labeled pregabalin. The stable isotopic‐labeled compound was obtained in nine steps starting from the commercially available 4‐[^2^H~11~]methylvaleric acid as the stable‐labeled reagent. It is used as an internal standard for analysis and metabolic stu
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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