(R)-2-Methylpiperidine (cas: 1722-95-8) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Synthetic Route of C6H13N
Solanum alkaloids. L. Optical rotatory dispersion and circular dichroism. 1. Dithiourethans of cyclic amines was written by Ripperger, H.;Schreiber, K.. And the article was included in Tetrahedron in 1965.Synthetic Route of C6H13N This article mentions the following:
The dithiourethans of substituted piperidines with an asym. C atom were prepared and their optical rotatory dispersion as well as their circular dichroism were measured. The uv, O.R.D. and circular dichroism spectra were measured at 20掳 in dioxane. The amine (1 mole), 8 moles Et3N and CS2 in alc. kept 30 min. at 50掳 and 1 hr. at 50掳 after addition of 16 moles MeI and the mixture evaporated at 50掳 in vacuo gave the corresponding dithiourethans. The compounds were very unstable and could not be purified chromatographically on Al2O3. Resolution with L-tartaric acid gave 0.99 g. (R)-伪-pipecoline, m. 118-21掳, [伪]19D -31.8掳, converted in 20 ml. alc. and extracted with Et2O to yield 44% (R)-N-dithiocarbomethoxy-伪-pipecoline, b1.0 150-60掳. Conhydrine (143 mg.), m. 119-20掳, [伪]20D 9.9掳 (95% alc.) treated as above using 2 ml. EtOH and the product decomposed with H2O and extracted with Et2O yielded 14% N-dithiocarbomethoxyconhydrine, m. 25掳. Conversion of 104 mg. (22S, 25R)-22,26-imino-5伪-cholestane-3尾,16尾-diol using 30 ml. alc. yielded 46% N-dithiocarbomethoxydihydro-5伪-solasodan-3尾-ol A, m. 203-5掳. Dioxane (10 ml.) containing 104 mg. (22S, 25S)-22,26-imino-5伪-cholestane-3尾,16尾-diol kept 15 hrs. at 20掳 with 10 mg. NaOH in 0.25 ml. H2O and 21 mg. CS2, the mixture treated 15 hrs. at 20掳 with 145 mg. MeI and evaporated at 50掳 in vacuo yielded 54% N-dithiocarbomethoxydihydro-5伪-tomatidan-3尾-ol A, m. 133-6掳, (R)-Pipecolinic acid (1 millimole), m. 264掳, [伪]20D 28掳 (H2O) in 3 ml. H2O shaken 1 hr. at 20掳 with 2 ml. N NaOH and 114 mg. CS2 and the mixture shaken 2 hrs. with 218 mg. MeI, the Et2O-washed solution decomposed with 1 ml. N HCl and extracted with Et2O yielded 52% (R)-N-dithiocarbomethoxypipecolinic acid, m. 88.0-90.5掳. Dihydro-5伪-tomatidan-3尾-ol B (104 mg.) converted in the presence of 10 ml. alc. yielded 35% N-dithiocarbomethoxydihydro-5伪-tomatidan-3尾-ol B, m. 143-5掳. The molar amplitude, a, of the O.R.D. curves and the maximum molar ellipsity, [胃]maximum, of the dithiourethans were tabulated. The range of compounds investigated suggested that only the asym. at the 伪-C atom was important in determining the sign of the Cotton effect, and this correlation appeared to be generally useful in the assignment of the absolute 伪-configuration of cyclic amines. In the experiment, the researchers used many compounds, for example, (R)-2-Methylpiperidine (cas: 1722-95-8Synthetic Route of C6H13N).
(R)-2-Methylpiperidine (cas: 1722-95-8) belongs to piperidine derivatives. Piperidine is a metabolite of cadaverine, a polyamine found in the human intestine. Some chemotherapeutic agents have piperidine moiety within their structure, foremost among them, vinblastine and raloxifene.Synthetic Route of C6H13N
Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem