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Synthesis of α-[14C]methyl and α-[3H]methyl-L-tryptophan

✍ Scribed by T. K. Venkatachalam; S. Mzengeza; M. Diksic


Publisher
John Wiley and Sons
Year
1993
Tongue
French
Weight
383 KB
Volume
33
Category
Article
ISSN
0022-2135

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✦ Synopsis


Abstract

The title compounds were synthesized starting from dimethyl (2S,3aR,8aS)‐(+)‐8‐(phenylsulfonyl)hexahydrophyrrolo[2,3‐b]indole‐1,2‐dicarboxylate. This compound on treatment with LDA followed by reaction with [^14^C]methyl iodide or [^3^H]methyl iodide gave the methyl substituted derivative which on treatment with trifloroacetic acid followed by hydrolysis with alkali gave the desired α‐[~14~C]methyl‐ or [^3^H]methy‐L‐tryptophan, respectively, in 50‐60% radiochemical yield.


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