A potential local anaesthetic, ropivacaine, is synthesized labelled with tritium. The label is introduced by reduction of a racemic tetrahydropyridine derivative with tritium gas. Resolution into the labelled enantiomers is accomplished by preferential crystallization with added carrier. 3H NMR.
Synthesis of carbon-14 labelled ropivacaine, a local anaesthetic agent
✍ Scribed by Christer Sahlberg
- Publisher
- John Wiley and Sons
- Year
- 1987
- Tongue
- French
- Weight
- 267 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0022-2135
No coin nor oath required. For personal study only.
✦ Synopsis
Ropivacaine hydrochloride mnohydrab (LEA 103) is a new local anaesthetic agent which currently is u n k r preclhical and clinical investigation. The preparation of (S) -N-(2 , 6-[2-methyl-l 4C] dimthylphenyl) -1propylpipridine-2carhoxarmde ' hyamcklaride mmhydxab (6, [14C]-LeA 103) with a specific activity of 12.44 IrlJi/ml is described. The key step in the synthesis is a W (1I)ltlediated w t b of (S) -1-henzyl-bnyl-N-(2lnethylphenyl)p i p ~i u -2 -r ~d e (2) with ~~~c l ~t h y l ioaide. a s 0 described is the preparation of ccmpund 3 frun (S)-2piperidinecarbcacylic acid. m r d s : ropivacahe , lacal anaesthetic agent, carbn-14 labelling, W (11) -a t e d ortb-a&ylatkm.
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