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Glutamate transporter blockers: enantiomerically pure (2S,3S)- and (2S,3R)-3-methyl glutamic acids

✍ Scribed by J. Wehbe; V. Rolland; M.L. Roumestant; J. Martinez


Book ID
104359730
Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
144 KB
Volume
14
Category
Article
ISSN
0957-4166

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✦ Synopsis


A short four-step synthesis of (2S,3R)-and (2S,3S)-3-methyl glutamic acids is reported; the (2S,3R) isomer presented a significant inhibitory effect on glutamate transport.


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Asymmetric synthesis of (2S,3S)- and (2S
✍ Philippe Karoyan; GΓ©rard Chassaing πŸ“‚ Article πŸ“… 1997 πŸ› Elsevier Science 🌐 English βš– 547 KB

The synthesis of 3-prolinomethionine can be easily achieved in a diastereoselective and enantioselective way via zinc-enolate cyclisation. After transmetallation by CuCN.2LiCI, the zinc--copper derivative was reacted with S-methyl methanesulfonothioate leading in a "one-pot" procedure, to N-(0t-meth