Regioselective synthesis of deuterated analogs of the neurotoxin MPTP
✍ Scribed by Stéphane Mabic; Neal Castagnoli Jr.
- Publisher
- John Wiley and Sons
- Year
- 1996
- Tongue
- French
- Weight
- 312 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
1 -Methyl-4-phenyl-2-pyridone has been used as starting material for the efficient and regioselective synthesis of deuterated analogues of the neurotoxin 1 -methyl-4-phenyl-l,2,3,6-tetrahydropyridine (MPTP). MPTP-2,242, MPTP-6,6-& and MPTP-2,2,6,6-d4 were obtained in good yield through a combination of alkaline deuterium exchange and selective LiAIH4 and LiAID4 reduction reactions.
📜 SIMILAR VOLUMES
The protons at 3-positions of diazepam 4-oxide and nordiazepam 4-oxide underwent an efficient deuterium exchange via keto-enol tautomerism in deuterated alkaline methanol. The 3-dideuterated 4-oxides were each used as a starting material to synthesize 3-monodeuterated oxazepam and its 3-acetate, 3mo