A rapid, qualitative thin-layer chromatographic method for the separation of the enantiomers of unusual aromatic amino acids was written by Darula, Zsuzsanna;Torok, Gabriella;Wittmann, Gyula;Mannekens, Els;Iterbeke, Koen;Toth, Geza;Tourwe, Dirk;Peter, Antal. And the article was included in Journal of Planar Chromatography–Modern TLC in 1998.Safety of (S)-1,2,3,4-Tetrahydroisoquinoline-1-carboxylic acid This article mentions the following:
A rapid thin-layer chromatog. (TLC) method was developed for the separation and purity control of the enantiomers of several unusual aromatic amino acids (phenylalanine, tyrosine, histidine, and tryptophan analogs, and analogs containing tetralin or 1,2,3,4-tetrahydroisoquinoline skeletons) synthesized in racemic or homochiral form. The compounds were analyzed on Macherey-Nagel Chiralplate TLC plates with acetonitrile-methanol-water, 4 + 1 + 1 or 4 + 1 + 2 (volume/volume) or acetonitrile-methanol-water-diisopropylethylamine, 4 + 1 + 2 + 0.1 (volume/volume) as mobile phase. The compounds were visualized with ninhydrin. Good separation and reliable results were usually obtained. The configurations of the asym. centers of the studied amino acids were determined either using enantiomerically pure amino acids as standards or using enzymes, e.g. α-chymotrypsin, L-amino acid oxidase or carboxypeptidase A. By this method the configurations of unnatural amino acids built into peptides can also be determined after hydrolysis of the peptides. In the experiment, the researchers used many compounds, for example, (S)-1,2,3,4-Tetrahydroisoquinoline-1-carboxylic acid (cas: 151004-92-1Safety of (S)-1,2,3,4-Tetrahydroisoquinoline-1-carboxylic acid).
(S)-1,2,3,4-Tetrahydroisoquinoline-1-carboxylic acid (cas: 151004-92-1) belongs to tetrahydroisoquinoline derivatives. Tetrahydroisoquinoline motif is often present in natural products with a broad range of biological and pharmacological activities. Among them, 1-substituted tetrahydroisoquinolines are privileged scaffolds in drugs and pharmaceuticals. An oxidative C1 arylation of tetrahydroisoquinolines with aryl Grignard reagents is mediated by diethyl azodicarboxylate (DEAD). This C-H activation under metal-free conditions delivers target compounds, including some naturally occurring alkaloids, in good yields.Safety of (S)-1,2,3,4-Tetrahydroisoquinoline-1-carboxylic acid
Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem