A convenient synthesis of cis-4-(sulfomethyl)piperidine-2-carboxylic acid: NMR assignment was written by El Hadri, Ahmed;Leclerc, Gerard. And the article was included in Journal of Heterocyclic Chemistry in 1993.Reference of 1620-76-4 This article mentions the following:
The title compound (I) was obtained in 22% overall yield from 4-(hydroxymethyl)pyridine via the O-silyl N-oxide and trimethylsilyl cyanide. This cis configuration of I was unambiguously assigned by 200 MHz 1H NMR and COSY experiments In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4Reference of 1620-76-4).
4-Methylpicolinonitrile (cas: 1620-76-4) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.Reference of 1620-76-4