A multistep synthetic route to (~)-10-[2-(1-methyl-2-piperidinyl)ethyl]-2-methylthio-lOH-phenothiazine (thioridazine) was developed which allowed for the incorporation of two deuterium atoms in the piperidine ring and a further two in the 1-position of the ethyl side chain. The key steps involved ru
An improved synthesis of dideuterated thioridazine with the label in the piperidine ring
✍ Scribed by T. Mohammad; E. M. Hawes; G. McKay; K. K. Midha
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- French
- Weight
- 290 KB
- Volume
- 28
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
2‐(2‐Hydroxyethyl)‐1‐methyl [6,6‐^2^H~2~]piperidine was obtained by a new route from 2‐(2‐hydroxyethyl)‐piperidine. This enabled dideuterated (±)‐thioridazine to be obtained by an improved approach. The key steps involved ruthenium tetroxide oxidation of the N, O‐diacetylated starting material and subsequent lithium aluminum deuteride reduction of O‐acetylated 2‐(2‐hydroxyethyl)‐6‐pieridinone.
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