Stereogenic (chiral) methyl groups: determination of configuration by direct tritium NMR spectroscopy was written by Anet, Frank A. L.;O’Leary, Daniel J.;Beale, John M.;Floss, Heinz G.. And the article was included in Journal of the American Chemical Society in 1989.Application In Synthesis of (R)-2-Methylpiperidine This article mentions the following:
The configuration of CHDTX, where X is a leaving group, can be determined by direct tritium NMR of the product obtained by methylation of resolved 2-methylpiperidine with CHDTX and this provides a new and highly accurate determination of enantiomeric purity in CHDTX. The two diastereomers of [7-2H1,3H]-1,2-dimethylpiperidine differ in chem. shifts by 4.4 Hz (0.014 ppm), with the tritium more shielded in the (2R,7S) than in the (2S,7S) diastereomer, in agreement with predictions based on the proton NMR of the racemate of 1,2-dimethylpiperidine monodeuterated on the N-Me group. In the experiment, the researchers used many compounds, for example, (R)-2-Methylpiperidine (cas: 1722-95-8Application In Synthesis of (R)-2-Methylpiperidine).
(R)-2-Methylpiperidine (cas: 1722-95-8) belongs to piperidine derivatives. The piperidine structural motif is present in numerous natural alkaloids. These include piperine, which gives black pepper its spicy taste. Industrially, piperidine is produced by the hydrogenation of pyridine, usually over a molybdenum disulfide catalyst. Pyridine can also be reduced to piperidine via a modified Birch reduction using sodium in ethanol.Application In Synthesis of (R)-2-Methylpiperidine
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem